Relevant bibliographies by topics / Diels-Alder Reaction

Academic literature on the topic 'Diels-Alder Reaction'

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Published: 4 June 2021
Last updated: 1 August 2024

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Journal articles on the topic "Diels-Alder Reaction"

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Sun, Simin, Chong Teng, and Jiaxi Xu. "Microwave Thermal Effect on Diels-Alder Reaction of Furan and Maleimide." Current Microwave Chemistry 7, no. 1 (June 23, 2020): 67–73. http://dx.doi.org/10.2174/2213335607666200101093318.

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Background: Higher temperature regions (hot spots) have been observed in organic reactions and are attributed to microwave selective heating. The accumulated heat in reaction systems accelerates certain reactions. Methods: The theoretical calculation was applied to select a suitable Diels-Alder reaction as a molecular probe to determine the microwave thermal effect on Diels-Alder reaction, one class of bimolecular reactions. The kinetic investigations were utilized to determine the reaction activation energies and further to calculate the actual reaction temperatures under different microwave conditions from the Arrhenius equation. Results: On the basis of the theoretical calculational results, Diels-Alder reaction of furan and maleimide was selected as a molecular probe to determine the microwave thermal effect in Diels- Alder reaction. Their activation energies under thermal conditions were determined from kinetic data by using the Arrhenius equation. The actual reaction temperatures under different microwave conditions were further deduced from their activation energies and the Arrhenius equation. Conclusion: Higher temperature regions (hot spots) were observed in Diels-Alder reaction, and they are more obvious in less polar solvents than those in more polar solvents in the microwave irradiated reactions.
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Li, Na, Xianrui Liang, and Weike Su. "New insights into the asymmetric Diels–Alder reaction: the endo- and S-selective retro-Diels–Alder reaction." RSC Advances 5, no. 128 (2015): 106234–38. http://dx.doi.org/10.1039/c5ra17788j.

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Cain, David, Calum McLaughlin, John Molloy, Cameron Carpenter-Warren, Niall Anderson, and Allan Watson. "A Cascade Suzuki–Miyaura/Diels–Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin." Synlett 30, no. 07 (October 24, 2018): 787–91. http://dx.doi.org/10.1055/s-0037-1611228.

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Cascade reactions are an important strategy in reaction ­design, allowing streamlining of chemical synthesis. Here we report a cascade Suzuki–Miyaura/Diels–Alder reaction, employing vinyl Bpin as a bifunctional reagent in two distinct roles: as an organoboron nucleo­phile for cross-coupling and as a Diels–Alder dienophile. Merging these two reactions enables a rapid and operationally simple synthesis of functionalized carbocycles in good yield. The effect of the organoboron subtype on Diels–Alder regioselectivity was investigated and postsynthetic modifications were carried out on a model substrate. The potential for a complementary Heck/Diels–Alder process was also assessed.
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Cai, Quan, Xu-Ge Si, and Zhi-Mao Zhang. "Asymmetric Inverse-Electron-Demand Diels–Alder Reactions of 2-Pyrones by Lewis Acid Catalysis." Synlett 32, no. 10 (January 24, 2021): 947–54. http://dx.doi.org/10.1055/a-1371-4391.

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AbstractDiels–Alder reactions of 2-pyrones with alkenes can provide highly functionalized [2,2,2]-bicyclic lactones under mild reaction conditions. Synthetic utilizations of these reactions have been well demonstrated in natural-product synthesis. Although several catalytic asymmetric strategies have been realized, current research in this area is still largely underdeveloped. Recent advances in enantioselective inverse-electron-demand Diels–Alder reactions with Lewis acid catalysis are reviewed.1 Introduction2 State of the Art of Enantioselective Diels–Alder Reactions of 2-Pyrones by Lewis Acid Catalysis3 Enantioselective Synthesis of Arene cis-Dihydrodiols by Diels–­Alder/Retro-Diels–Alder Reactions of 2-Pyrones4 Enantioselective Synthesis of cis-Decalin Derivatives by Diels–­Alder Reactions of 2-Pyrones5 Conclusions
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Fedevych, Maria. "α-Unsaturated Acids in Diels-Alder Reaction." Chemistry & Chemical Technology 5, no. 4 (December 15, 2011): 373–75. http://dx.doi.org/10.23939/chcht05.04.373.

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Rao, Nagaraj. "ASYMMETRIC ORGANOCATALYSIS." INDIAN DRUGS 58, no. 10 (December 16, 2021): 5–6. http://dx.doi.org/10.53879/id.58.10.p0005.

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Dear Reader, Two basic reactions that were taught to us in the organic chemistry courses were the aldol condensation reaction and the Diels-Alder reaction. In aldol condensation, discovered by the French chemist Charles Wurtz in 1872, an enolate ion reacts with a carbonyl compound in the presence of an acid/ base catalyst to form a β-hydroxy aldehyde or a β-hydroxy ketone, usually followed by dehydration to give a conjugated enone. If the enolate ion and the carbonyl group are present in the same molecule, then the aldol reaction is intramolecular. It is an extremely useful carbon-carbon bond-forming reaction. The Diels-Alder reaction, discovered in 1928 by the German chemist Otto Diels and his student Kurt Alder, is the reaction between a conjugated diene and an alkene, a so-called dienophile, to form an unsaturated six-membered ring. It is called a cycloaddition reaction, since the reaction involves the formation of a cyclic product via a cyclic transition state. Uncatalysed Diels– Alder reactions usually require extended reaction times at elevated pressures and temperatures with the formation of by-products, hence various catalysts are employed. The Diels-Alder reaction also has great industrial relevance and the discoverers were crowned with the 1950 Nobel Prize in Chemistry. The aldol condensation reaction and the Diels-Alder reaction typically require catalysts, basically Brønsted acids, Brønsted bases, Lewis acids or Lewis bases. This triggered the minds of Dr. David MacMillan and Dr. Benjamin List for different reasons at different locations in USA around not so different times, more than twenty years ago, culminating in their being jointly awarded the Nobel Prize in Chemistry for this year.
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Xia, Qingchun, Yan Liu, Zijian Li, Wei Gong, and Yong Cui. "A Cr(salen)-based metal–organic framework as a versatile catalyst for efficient asymmetric transformations." Chemical Communications 52, no. 89 (2016): 13167–70. http://dx.doi.org/10.1039/c6cc06019f.

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A novel Cr(salen)-based metal–organic framework (MOF) is constructed, which is shown to be a versatile heterogeneous catalyst for a series of important asymmetric transformations including Nazarov cyclization reaction, aminolysis reaction, Diels–Alder and hetero Diels–Alder reactions with the highest ee up to 99%.
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Lee, Chi-Sing, Guangyan Du, Gaopeng Wang, Wenjing Ma, Qianqian Yang, Wenli Bao, Xuefeng Liang, and Lizhi Zhu. "Syntheses of Diverse Natural Products via Dual-Mode Lewis Acid Induced Cascade Cyclization Reactions." Synlett 28, no. 12 (April 6, 2017): 1394–406. http://dx.doi.org/10.1055/s-0036-1588777.

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The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis.1 Introduction2 Dual-Mode Lewis Acids3 Prins/Conia-Ene Cascade Reaction and its Applications4 Diels–Alder/Carbocyclization Cascade Reaction and Applications4.1 First Generation Diels–Alder/Carbocyclization Cascade Reaction and its Application4.2 Second Generation Diels–Alder/Carbocyclization Cascade Reaction and its Applications5 Michael/Conia-Ene Cascade Reaction and its Applications6 Conclusion
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Breton, Gary W., and Kenneth L. Martin. "Exploring the Limits of Reactivity of N-Methyl-1,2,4-triazoline-3,5-dione (MeTAD) with Disubstituted Bicycloalkadienes in the Homo-Diels–Alder Reaction." Organics 4, no. 1 (December 31, 2022): 41–48. http://dx.doi.org/10.3390/org4010002.

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The [2+2+2] cycloaddition (homo-Diels–Alder reaction) of N-substituted 1,2,4-triazoline-3,5-diones (TADs) with bicycloalkadienes produces strained heterocyclic compounds. A reaction with the unsubstituted dienes occurs readily to produce only the expected homo-Diels–Alder adducts. However, previous work in the literature showed that the attachment of a single electron-withdrawing group to the diene system results in the formation of not only the expected homo-Diels–Alder adducts, but also interesting “insertion” products. To probe the limits of reactivity of these diene systems, we investigated the reaction of N-methyl-1,2,4-triazoline-3,5-dione (MeTAD) with bicycloalkadienes substituted with two electron-withdrawing groups, i.e., two carbomethoxy or two cyano groups. We hoped to learn whether the reaction still proceeded, and if so, whether the homo-Diels–Alder adducts and/or other types of products were formed. We found that a reaction between MeTAD and the dienes takes place upon substitution with two carbomethoxy groups, albeit at a considerably slower rate than other reactions. The only products observed were the homo-Diels–Alder adducts. However, attachment of two CN groups completely inhibited reactivity.
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Wang, Shu-Wen, Wei-Si Guo, Li-Rong Wen, and Ming Li. "A new approach to pyridines through the reactions of methyl ketones with 1,2,4-triazines." RSC Adv. 4, no. 103 (2014): 59218–20. http://dx.doi.org/10.1039/c4ra11294f.

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A new route to prepare pyridine derivatives based on inverse electron demand Diels–Alder/retro-Diels–Alder reactions of ketones with 1,2,4-triazines is reported, which is complementary to the classical Boger reaction.
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Dissertations / Theses on the topic "Diels-Alder Reaction"

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Göstl, Robert. "Photocontrolling the Diels-Alder reaction." Doctoral thesis, Humboldt-Universität zu Berlin, Mathematisch-Naturwissenschaftliche Fakultät, 2014. http://dx.doi.org/10.18452/17060.

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Die Aufgabe des synthetischen Chemikers besteht darin neue Moleküle, Bauelemente oder Medikamente aus einfachen Edukten herzustellen. Die wachsende Komplexität dieser synthetischen Produkte bedingt jedoch, dass die Entwicklung der dazu benötigten Werkzeuge ebenso schritthalten muss. Licht ist mit seiner herausragenden räumlichen, zeitlichen und energetischen Auflösung sowie seinem nicht-invasiven Charakter den traditionell verwendeten Stimuli überlegen. In dieser Arbeit wurde durch die Kombination eines molekularen Photoschalters mit der Diels-Alder-Reaktion die Photokontrolle über eine dynamisch-kovalente Reaktion erlangt. Das Ergebnis der Reaktion eines furyl-substituierten Diarylethens mit Maleinimid konnte ausschließlich durch die Bestrahlung mit Licht unterschiedlicher Farbe bestimmt werden. Dieses prototypische System wurde dann unter Erhalt seiner photochemischen Eigenschaften für die Anwendung unter physiologischen Bedingungen weiterentwickelt. Es konnte die photoreversible Freisetzung therapeutisch wirksamer Konzentrationen verschiedener Anti-Tumor-Medikamente in gepufferter, wässriger Lösung bei Körpertemperatur durch bioorthogonales sichtbares Licht ausgelöst werden. Weiterhin wurden die Feinabstimmung der Freisetzung dieser photoschaltbaren Diels-Alder-Addukte und eine ausführliche Untersuchung der Freisetzungs-Dynamiken gezeigt. Hierdurch wurde das System auf eine Stufe gehoben, an der in vivo Anwendungen erwägt werden können. Des Weiteren wurden die Grundlagen zur Implementierung der photokontrollierbaren Diels-Alder-Reaktion in der reversiblen kovalenten Funktionalisierung von Kohlenstoffnanoröhren gelegt. Trotzdem noch keine erfolgreiche Funktionalisierung nachgewiesen werden konnte, wurde durch die Untersuchung der zugrundeliegenden Prinzipien der Weg für die Anwendung fortgeschrittener Techniken zur Modulation physikochemischer Eigenschaften von sp2-Kohlenstoff Allotropen geebnet.
The synthetic chemist’s profession is devoted to the formation of chemical bonds to create new molecules, building blocks, or drugs from basic starting materials. However, the growing complexity of these synthetic products necessitates that the development of the tools to fulfill this task must also keep pace. Light as a stimulus with its superior spatial, temporal, as well as energetic resolution in combination with its non-invasive character outperforms the traditional means to control a chemical reaction, such as heat, pressure, or pH, clearly. In this work, the unprecedented reversible photocontrol over a dynamic covalent reaction was established by the combination of a molecular photoswitch and the well-known Diels-Alder reaction. The outcome of the reaction of a furyl-substituted diarylethene and maleimide could be determined exclusively by illumination with differently colored light. This prototypical system was then advanced for the application under physiological conditions while retaining its superior photochemical properties. The release of therapeutically effective concentrations of different antitumor agents could be photoreversibly triggered in buffered, aqueous solution at body temperature employing bioorthogonal visible light. It is shown how the release properties of these photoswitchable prodrugs can be fine-tuned and a thorough investigation of the release dynamics is presented promoting this system to a level where in vivo application can be considered. Furthermore, the foundations for the implementation of the photocontrollable Diels-Alder reaction in the reversible covalent functionalization of carbon nanotubes have been laid. Despite the fact that a successful functionalization has not yet been achieved, the basic principles were investigated and have paved the way for the application of more advanced techniques to effectively modulate the physicochemical properties of sp2-carbon allotropes.
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Yamamoto, Yuhei. "Catalytic asymmetric nitroso Diels-Alder reaction." 京都大学 (Kyoto University), 2006. http://hdl.handle.net/2433/143962.

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Ho, David Gai. "Adventures in Lewis acid catalyzed highly hindered Diels-Alder reactions; Novel non-Diels-Alder Diels-Alder reaction and its utility for the synthesis of haterumaimide E." Diss., Restricted to subscribing institutions, 2007. http://proquest.umi.com/pqdweb?did=1495960681&sid=1&Fmt=2&clientId=1564&RQT=309&VName=PQD.

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Birkinshaw, Timothy Nicholas. "Diels-Alder routes to Prosopis alkaloids." Thesis, University of Cambridge, 1987. https://www.repository.cam.ac.uk/handle/1810/270418.

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This thesis describes the investigation of the Diels-Alder reaction of the imine (140) with the diene (141) to give four products (142,143,156, 157). At low temperatures the enone (156) is the major product while at ambient temperature the bicyclic compounds (142) and (143) predominate. The reaction is highly solvent dependent, with the best results being obtained in benzene solution. Lewis acids appear to have little effect on the course of the reaction. The reaction of the imine (140) with the TBDMSO diene (159) gives the silyl enol ethers (160) and (161) as well as the above four products. Possible mechanisms are discussed. COOM. OSIM., In order to investigate asymmetric induction the 8- phenylmenthyl derived imine (194) was reacted with the diene (141) under a variety of conditions but no asymmetric induction was seen in the exo adducts, and only a small degree in the endo adducts. The bromination and Baeyer-Villiger oxidation of the ketone (142) were investigated and the resultant lactone (209) was converted into the bromide (258). ISOPROSOPININE A (84) ISOPROSOPININE B (S3) Several methods to prepare a suitable side chain for isoprosopinine A were investigated. The prosopis alkaloids isoprosopinine A (84) and B (85) were prepared by alkylation of the sulphones (252) and (266) with the bromide (258) followed by reductive removal of the N-tosyl and sulphone moieties with sodium amalgam. The imine (274) has been prepared and shown to undergo a Lewis acid catalysed imino-Diels-Alder reaction with the diene (141) to give the adducts (283) and (284). hCH,M=CHCOjM» (2T4) Alternative imines for asymmetric synthesis, such as (299) and (288) have been investigated. Preparation of the sulphinamide imine (299) has proved difficult. Attempts to carry out aqueous Diels-Alder reactions of the silyloxydiene (159) with iminium ions, generated in situ from amines, aldehydes and acids, have proved fruitless.
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Cernak, Timothy Andrew. "A Diels-Alder approach to palau'amine /." Thesis, McGill University, 2007. http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=103369.

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Described in this thesis is the development of a key Diels-Alder reaction for use in a total synthesis of the potently immunosuppressant marine alkaloid palau'amine. This study focuses on the originally proposed structure of palau'amine. The strategy utilizes a computationally designed thiohydantoin dienophile as the 2pi component and a thermally stable 2-silyloxy-5-(silyloxymethyl)cyclopentadiene as the 4pi component in the critical Diels-Alder reaction. Essential to the design and study of these partners was the use of computational density functional theory (DFT) predictions.
Four families of dienophiles---oxazolones, dehydroalanines, hydantoins and thiohydantoins---were investigated. The hydantoins and thiohydantoins react with cyclopentadiene with up to 13:1 exo-selectivity while the dehydroalanines are modestly selective and the oxazolones are unselective. The exo-selectivity of the hydantoin and thiohydantoin dienophiles is attributed to a novel stabilizing interaction whereby the lone pair of electrons on nitrogen interacts with a developing positive charge on the diene in the transition state. In terms of reactivity, the oxazolones are the superior dienophiles. The reactivity of the thiohydantoins is greater than that of analogous hydantoins and approaches that of the oxazolones. The bolstered reactivity of the thiohydantoins is attributed to the increased donation of the nitrogen lone-pair into the thiocarbonyl bond. This phenomenon was recognized first in DFT predictions and then proven experimentally. Synthetic access to the requisite beta-(chloromethylene)thiohydantoins necessitated the development of a reaction between dilithium diamides and thiophosgene.
2-silyloxy-5-(silyloxymethyl)cyclopentadienes were studied experimentally and computationally and found to be much more stable than conventional 5-substituted cyclopentadienes towards thermal decomposition by 1,5 hydride shift. The new dienes undergo Diels-Alder reaction with oxazolone and thiohydantoin dienophiles with exoselectivities as high as 6:1 for nonchlorinated dienophiles. Fully functionalized chlorinated exo-cycloadducts were prepared with up to 1.5:1 selectivity and subjected to oxidative ring-opening to reveal the persubstituted core of palau'amine.
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Grossmith-Hague, Catharine. "New catalysts for the hetero Diels-Alder reaction." Thesis, University of Bath, 2002. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.760796.

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Warmus, Joseph Scott Warmus. "Synthetic studies of the intramolecular Diels-Alder reaction." Thesis, Massachusetts Institute of Technology, 1990. http://hdl.handle.net/1721.1/13718.

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Tan, Siu Min. "Multicomponent Diels-Alder Sequences of 1-Aminodendralenes." Phd thesis, Canberra, ACT : The Australian National University, 2017. http://hdl.handle.net/1885/143040.

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This thesis explores the use of in situ generated acyclic 1-aminodendralenes in multicomponent diene-transmissive Diels-Alder (DTDA) reaction sequences. Dendralenes have previously been shown to generate polycyclic frameworks in a step-economic manner. The 1-amino substituent is shown to promote very high levels of site selectivity in these processes. Chapter 1 reviews the Diels-Alder reactions of 1-amino-1,3-butadienes and is divided into three sections. The first two sections cover the Diels-Alder reactions of 1-amino-1,3-butadienes and 1-amino-3-siloxy-1,3-butadienes (Rawal’s dienes) generated with a stoichiometric amount of amine. The third section covers enantioselective Diels-Alder reactions involving 1-amino-1,3-butadienes generated in situ with a catalytic amount of a chiral amine. While there have been many reports of Diels-Alder reactions of 1-amino-1,3-butadienes and 1-amino-3-siloxy-1,3-butadienes, there has been only one involving a semi-cyclic 1-amino[3]dendralene. There have been few examples which combine these Diels-Alder reactions with other transformations in multicomponent reactions to generate polycyclic frameworks. Chapter 2 describes the use of acyclic 1-amino[3]dendralenes in multicomponent reactions to generate a diverse range of heterocyclic structures. The condensation/Diels- Alder reaction sequence was tolerant of a variety of amines as well as carbon and hereoatom-based dienophiles. The Diels-Alder reactions of 1-amino[3]dendralenes were highly site-selective, taking place exclusively at the amine substituted 1,3-butadiene unit. The sequence was extended to a one-pot four-component reaction by including an additional dienophile for a Diels-Alder reaction to take place at the newly generated semi-cyclic diene. These condensation/Diels-Alder/Diels-Alder cycloadducts were generated with high diastereoselectivity, the origins of which were investigated and explained with the use of density functional theory calculations (carried out by Prof Paddon-Row). By reversing the order of events, that is performing a Diels-Alder reaction on the skipped dienal precursor before the condensation/Diels-Alder reaction sequence, constitutional isomers were accessed. The second Diels-Alder reaction could be performed intramolecularly when an amine bearing an alkenyl substituent was used. This condensation/Diels-Alder/intramolecular Diels-Alder reaction sequence furnished a variety of tricyclic and tetracyclic heterocycles. Chapter 3 describes the use of acyclic 1-aminodendralenes bearing chiral amines in organocatalytic, enantioselective Diels-Alder reactions to deliver enantioenriched cycloadducts. The enantioselective Diels-Alder reaction between 1-amino[3]dendralenes, the condensation product of skipped dienals and chiral amines, and various dienophiles followed by elimination of the amine generated trienal cycloadducts in good yield and high enantioselectivity. The reaction tolerates substitution on the skipped dienal as well as dienophiles possessing an aldehyde substituent at the α position. Extension of this methodology by performing Wittig and Diels-Alder reactions on the trienal cycloadducts enabled access to enantioenriched polycyclic products. By using a diene-dialdehyde as the starting precursor, it is anticipated that the Horeau principle would operate in the twofold condensation/Diels-Alder/elimination reaction sequence would furnish the cycloadduct in high enantioselectivity. A preliminary attempt successfully generated the desired cycloadduct as the major product.
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Gomes, Maria Goretti. "Diels-alder reactions of a cyclopentadienone derivative." Diss., Columbia, Mo. : University of Missouri-Columbia, 2007. http://hdl.handle.net/10355/4670.

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Thesis (Ph. D.)--University of Missouri-Columbia, 2007.
The entire dissertation/thesis text is included in the research.pdf file; the official abstract appears in the short.pdf file (which also appears in the research.pdf); a non-technical general description, or public abstract, appears in the public.pdf file. Title from title screen of research.pdf file (viewed on February 13, 2008) Vita. Includes bibliographical references.
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Pettersson, Max. "Computational Design of an Enzyme-catalyzed Diels-Alder reaction." Thesis, KTH, Skolan för kemivetenskap (CHE), 2016. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-207576.

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The Diels-Alder is an important reaction that is one of the primary tools for synthesizing cyclic carbon structures, while simultaneously introducing up to four stereocenters in the resulting product. Not only is it a widely explored reaction in organic chemistry, but a vital tool in industry to construct novel compounds for pharmacological applications. Still, a remaining concern is the fact that upon the introduction of stereogenic carbons, the possibility of stereoselective control is greatly diminished. A common solution to the problem of undesirable stereoisomers is to employ chiral auxiliaries and ligands as means to increase the yield of a certain stereoisomer. However, incorporating these types of compounds in order to obtain an enantiomerically pure product increases the amount of synthetic steps to be regulated, implying that one or more purification steps are necessary to obtain the desired result. An accompanying thought leans toward the environmental aspect, as the principles of green chemistry are of great importance. This thesis presents the attempts to explore the possibility of engineering an enzyme that can catalyze an asymmetric Diels-Alder reaction through the use of molecular modeling. Based on previous work, the catalytically proficient enzyme ketosteroid isomerase had been deemed a probable candidate as a Diels-Alderase. To evaluate the enzyme thoroughly, a set of compounds was scored against the active binding site where the best hits against the wild type were saved and evaluated repeatedly after the introduction of rational mutations. Although no conclusive indication of an optimal design could be obtained at the end of this work, valuable insight was retrieved on plausible design strategies, which eventually could help lead to the first catalytically proficient Diels-Alderase.
Diels-Alder är en viktig reaktion då den är ett redskap för att syntetisera cykliska kolstrukturer, samtidigt som uppemot fyra stereocentra introduceras i den resulterande produkten. Reaktionen används inte enbart inom organisk kemi, utan är även ett viktigt redskap inom industriella sammanhang för att ta fram nya preparat som direkt kan tillämpas inom farmakologi. En återstående problematik är faktumet att introduktionen av nya stereogena kol bidrar till att drastiskt minska möjligheten att bibehålla en stereoselektiv kontroll. En vanlig lösning för att undvika oönskade stereoisomerer är att nyttja kirala hjälpmolekyler och ligander för att öka utbytet av en specifik stereoisomer. Dock innebär införandet av dessa hjälpmolekyler i strävan att erhålla en enantiomeriskt ren produkt ett ökat antal syntes-steg att hantera, vilket antyder att ett eller flera reningssteg är nödvändiga för att uppnå önskat resultat. Ur en miljösynpunkt är detta värt att ha i åtanke, då principerna för grön kemi är viktiga. Detta arbete utforskar möjligheterna att konstruera ett enzym som kan katalysera en asymmetrisk Diels-Alder-reaktion, med hjälp av molekylär modellering. Baserat på tidigare arbeten har enzymet ketosteroid isomeras valts ut som en potential kandidat till ett Diels-Alderase. För att noggrant evaluera enzymet så screenades ett set av substrat mot dess aktiva säte, där de bästa träffarna gentemot vildtypen sparades och återevaluerades allteftersom rationella mutationer kontinuerligt introducerades. Trots avsaknaden av klara indikationer på att en optimal design har kunnat tas fram vid slutet av detta arbete, så erhölls värdefull insikt på möjliga design-strategier, vilket skulle kunna bistå sökandet av det första katalytiskt effektiva Diels-Alderase.
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Books on the topic "Diels-Alder Reaction"

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Aldo, Taticchi, ed. Dienes in the Diels-Alder reaction. New York: Wiley, 1990.

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Hunt, Ian R. Ring formation reactions: Aspects of the aqueous Diels-Alder reaction. Norwich: University ofEast Anglia, 1990.

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Boger, Dale L. Hetero Diels-Alder methodology inorganic synthesis. San Diego: Academic Press, 1987.

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Ernst, Wagner. Untersuchungen zur asymmetrischen Induktion in der Hetero-Diels-Alder-Reaktion. Konstanz: Hartung-Gorre, 1989.

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Robertson, Andrew 1971. Recognition-mediated control of the Diels-Alder reaction. Birmingham: University of Birmingham, 1997.

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Boger, Dale L. Hetero Diels-Alder methodology in organic synthesis. San Diego: Academic Press, 1987.

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Maier, Martin. Hetero-Diels-Alder Reaktionen mit inversem Elektronenbedarf zur Synthese von Hexopyranosiden. Konstanz: Hartung-Gorre, 1985.

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Edwards, Louise G. Studies in the nickel catalyzed [2+2+2] Homo Diels-Alder reaction. Ottawa: National Library of Canada, 1990.

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9

Santelli, Maurice. Lewis acids and selectivity in organic synthesis. Boca Raton: CRC Press, 1996.

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Knol, Jochem. Chiral Lewis acid catalyzed Diels-Alder reactions. [s.l.]: [s.n.], 1996.

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Book chapters on the topic "Diels-Alder Reaction"

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Li, Jie Jack. "Diels-Alder reaction, inverse electronic demand Diels-Alder reaction, hetero-Diels-Alder reaction." In Name Reactions, 98–99. Berlin, Heidelberg: Springer Berlin Heidelberg, 2002. http://dx.doi.org/10.1007/978-3-662-04835-1_82.

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Li, Jie Jack. "Diels-Alder reaction." In Name Reactions, 111–12. Berlin, Heidelberg: Springer Berlin Heidelberg, 2003. http://dx.doi.org/10.1007/978-3-662-05336-2_87.

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Li, Jie Jack. "Diels–Alder reaction." In Name Reactions, 211–16. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-03979-4_88.

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Li, Jie Jack. "Diels–Alder reaction." In Name Reactions, 184–89. Berlin, Heidelberg: Springer Berlin Heidelberg, 2009. http://dx.doi.org/10.1007/978-3-642-01053-8_80.

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Li, Jie Jack. "Diels–Alder Reaction." In Name Reactions, 166–75. Cham: Springer International Publishing, 2021. http://dx.doi.org/10.1007/978-3-030-50865-4_45.

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Saito, Takao, and Noriki Kutsumura. "The Diene-Transmissive Hetero-Diels-Alder Reaction." In Cross Conjugation, 39–58. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2016. http://dx.doi.org/10.1002/9783527671182.ch2.

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Smith, J. G., and R. M. Ottenbrite. "Synthesis of Polyimides Utilizing the Diels-Alder Reaction." In Advances in New Materials, 83–93. Boston, MA: Springer US, 1992. http://dx.doi.org/10.1007/978-1-4615-3456-3_8.

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Stipanovic, Robert D. "Natural Product Biosynthesis Via the Diels-Alder Reaction." In Secondary-Metabolite Biosynthesis and Metabolism, 319–28. Boston, MA: Springer US, 1992. http://dx.doi.org/10.1007/978-1-4615-3012-1_22.

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Tietze, Lutz F., and Nils Rackelmann. "The Domino-Knoevenagel-Hetero-Diels-Alder Reaction and Related Transformations." In Multicomponent Reactions, 121–68. Weinheim, FRG: Wiley-VCH Verlag GmbH & Co. KGaA, 2005. http://dx.doi.org/10.1002/3527605118.ch5.

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Gallego, Mar Gómez, and Miguel A. Sierra. "Level 2 — Case 18 Unusual Diels-Alder Reactivity of Acyclic 2-Azadienes." In Organic Reaction Mechanisms, 119–24. Berlin, Heidelberg: Springer Berlin Heidelberg, 2004. http://dx.doi.org/10.1007/978-3-642-18788-9_18.

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Conference papers on the topic "Diels-Alder Reaction"

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Teixeira, Milena G., Elson S. Alvarenga, Antonio J. Demuner, Célia R. A. Maltha, and Luiz Claudio A. Barbosa. "Synthesis of isobenzofuranones by Diels-Alder reaction." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013910132953.

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Santos, Deborah A. dos, Ludmila R. Rodrigues, Valdemar Lacerda Jr., Sandro J. Greco, Alvaro C. Neto, and Reginaldo B. dos Santos. "NbCl5 as Catalyst in Diels-Alder Reaction of Furan Ring." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_201387221042.

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Koll, Liliana, Sandra Mandolesi, and Romina Ocampo. "Bicyclic Allyltin Derivatives through Selective "One Pot" Hydrostannation-Diels Alder Reaction." In The 14th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2010. http://dx.doi.org/10.3390/ecsoc-14-00379.

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Das, Dipak Kumar, Tapas Goswami, and Debabrata Goswami. "Control of femtosecond laser driven retro-Diels-Alder-like reaction of dicyclopentadiene." In International Conference on Fiber Optics and Photonics, edited by Sunil K. Khijwania, Banshi D. Gupta, Bishnu P. Pal, and Anurag Sharma. SPIE, 2010. http://dx.doi.org/10.1117/12.897909.

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Vo-Thanh, Giang, Bruce Pégot, Olivier Van Buu, and Didier Gori. "Asymmetric aza-Diels-Alder reaction of Danishefsky’s diene with imines in a chiral reaction medium." In The 10th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2006. http://dx.doi.org/10.3390/ecsoc-10-01378.

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Wenyuan Xu, Ruihuan Du, and Wei Long. "Theoretical study of the Diels-Alder Reaction in the Synthesis of Abietane Diterpenes." In 2011 International Conference on Computer Science and Service System (CSSS). IEEE, 2011. http://dx.doi.org/10.1109/csss.2011.5974709.

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Ormachea, Carla, Mauro Cainelli, María Kneeteman, and Pedro Mancini. "Reaction Mechanism of Polar Diels-Alder Reactions Between 3-Nitrofuran and different Dienes. A Theoretical Study." In The 18th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2014. http://dx.doi.org/10.3390/ecsoc-18-e014.

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Heo, Yunseon, and Henry A. Sodano. "Thermo-Responsive Shape Memory Self-Healing Polyurethanes and Composites With Continuous Carbon Fiber Reinforcement." In ASME 2015 Conference on Smart Materials, Adaptive Structures and Intelligent Systems. American Society of Mechanical Engineers, 2015. http://dx.doi.org/10.1115/smasis2015-8916.

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Abstract:
Thermally responsive self-healing polyurethanes (1DA1T, 1.5DA1T, and 2DA1H) with shape memory property were developed and the fully reversible Diels-Alder (DA) and retro Diels-Alder (rDA) reactions were employed for the healing mechanism. The transition temperatures of the DA and rDA reactions were confirmed through a differential scanning calorimetry and the molecular level of analysis on the reversibility and the repeatability between the DA and rDA reactions were completed though a variable temperature proton nuclear magnetic resonance at the reaction temperatures. Also, compact tension specimens were made to observe the healing efficiencies. These specimens were healed without the use of external forces to close the crack surfaces after testing for the repeatable healing ability with three cycles. As a result, the average first healing cycle efficiencies of 80%, 84%, and 96% for 1DA1T, 1.5DA1T and 2DA1H, respectively, were achieved and small drops for the second and third healing cycles were observed. Then, using two of the self-healing polyurethanes as resins, continuous carbon fiber fabric reinforced polymer matrix composites (C1.5DA1T and C2DA1H) were fabricated and short beam shear testing was conducted to determine the healing capability on the delamination. Accordingly, the first healing efficiencies of 88% and 85% were measured without any additional treatments on the fibers; however, an external pressure was applied during the composite healing process.
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Herdewijn, Piet. "The Diels–Alder cyclo addition as key reaction for the synthesis of cyclohexenyl nucleosides." In XIIIth Symposium on Chemistry of Nucleic Acid Components. Prague: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2005. http://dx.doi.org/10.1135/css200507029.

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Schoch, Juliane, Manfred Wiessler, and Andres Jäschke. "Selective and efficient labeling of oligonucleotides based on inverse electron-demand Diels–Alder reaction." In XVth Symposium on Chemistry of Nucleic Acid Components. Prague: Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 2011. http://dx.doi.org/10.1135/css201112459.

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Reports on the topic "Diels-Alder Reaction"

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McNicholas, Michael. On the mechanism of the Diels-Alder reaction--dimerization of trans-phenylbutadiene. Portland State University Library, January 2000. http://dx.doi.org/10.15760/etd.972.

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