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Relevant bibliographies by topics / 3-acetals

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Academic literature on the topic '3-acetals'

Author: Grafiati

Published: 6 September 2023

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Journal articles on the topic "3-acetals"

1

Kassam, Karim, Paul C. Venneri, and John Warkentin. "Reactions of alkoxyaryloxycarbenes with tethered triple bonds: a new synthesis of substituted benzofurans." Canadian Journal of Chemistry 75, no. 9 (September 1, 1997): 1256–63. http://dx.doi.org/10.1139/v97-152.

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Cyclic 3-alkoxy-3-aryloxyvinylcarbenes can be generated by a highly exo-selective intramolecular cyclization of a dioxycarbene onto a tethered triple bond. Like their dialkoxy counterparts, the 3-alkoxy-3-aryloxyvinylcarbene intermediates are capable of interesting reactions. In contrast to 3,3-dialkoxyvinylcarbenes, which undergo a formal [3 + 2] cycloaddition with highly electron-deficient olefins such as benzylidenemalononitrile, 3-alkoxy-3-aryloxyvinylcarbenes undergo a highly diastereoselective [1 + 2] cycloaddition with benzylidenemalononitrile to give cyclopropylketene acetals. At high temperatures, those cyclopropylketene acetals undergo a clean vinylcyclopropane rearrangement in which the stereochemical integrity of the cyclopropane is retained. Keywords: carbene, alkoxyaryloxy, [1 + 2] cycloaddition, ketene acetal, vinylcyclopropane rearrangement, oxadiazoline.

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2

Buzatu, Alina Ramona, August E. Frissen, Lambertus A. M. van den Broek, Anamaria Todea, Marilena Motoc, and Carmen Gabriela Boeriu. "Chemoenzymatic Synthesis of New Aromatic Esters of Mono- and Oligosaccharides." Processes 8, no. 12 (December 11, 2020): 1638. http://dx.doi.org/10.3390/pr8121638.

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An efficient and convenient chemoenzymatic route for the synthesis of novel phenolic mono-, di- and oligosaccharide esters is described. Acetal derivatives of glucose, sucrose, lactose and inulin were obtained by chemical synthesis. The fully characterized pure sugar acetals were subjected to enzymatic esterification with 3-(4-hydroxyphenyl) propionic acid (HPPA) in the presence of Novozyme 435 lipase as a biocatalyst. The aromatic esters of alkyl glycosides and glucose acetal were obtained with good esterification yields, characterized by mass spectrometry (MALDI-TOF MS), infrared spectroscopy (FTIR) and nuclear magnetic resonance spectroscopy (1H NMR, 13C NMR). The synthesis of aromatic esters of disaccharide acetals was successful only for the enzymatic esterification of sucrose acetal. The new chemoenzymatic route allowed the synthesis of novel aromatic esters of inulin as the inulin monoacetal monoester and diester and the inulin diacetal monoester with a polymerization degree of two, as well as the inulin monoacetal monoester with a degree of polymerization of three, were obtained by enzymatic acylation of inulin acetals with HPPA. These compounds could represent a new class of sugar ester surfactants with enhanced bioactivity, antioxidative and antimicrobial properties and with potential application in drug delivery systems.

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3

de Carvalho, Leandro Lara, Robert Alan Burrow, and Vera Lúcia Patrocinio Pereira. "Diastereoselective synthesis of nitroso acetals from (S,E)-γ-aminated nitroalkenes via multicomponent [4 + 2]/[3 + 2] cycloadditions promoted by LiCl or LiClO4." Beilstein Journal of Organic Chemistry 9 (April 30, 2013): 838–45. http://dx.doi.org/10.3762/bjoc.9.96.

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Chiral nonracemic aminated nitroso acetals were synthesized via diastereoselective multicomponent [4 + 2]/[3 + 2] cycloadditions employing new (S,E)-γ-nitrogenated nitroalkenes 5a–c as heterodienes, ethyl vinyl ether (EVE) as a dienophile, and selected electron-deficient alkenes as 1,3-dipolarophiles. The employment of different organic solutions of LiClO4 or LiCl as promoter systems provided the respective nitroso acetals with yields from 34–72% and good levels of diastereoselectivity. In addition, the nitroso acetal 9c was transformed to the pyrrolizidin-3-one derivative 14c, proving the usefulness of the route in the synthesis of an interesting chiral compound. The elucidation of the stereostructures was based on 2D COSY, NOESY and HSQC NMR experiments as well as an X-ray diffraction experiment.

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Hlavatý, Jaromír, and Miroslav Polášek. "Electrochemical Preparation of Alkynedial Tetramethyl Acetals." Collection of Czechoslovak Chemical Communications 73, no. 1 (2008): 19–23. http://dx.doi.org/10.1135/cccc20080019.

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Tetramethyl acetals of alkynedials were prepared by anodic oxidation of corresponding alkyne-1,ω-diols (C4 and C6) in trimethyl orthoformate on glassy carbone anode in 80% yield. 1,1,4,4-Tetramethoxybut-2-yne (2a) can be prepared by this one-step procedure from but-2-yne-1,4-diol (1a) instead of a multistep chemical procedure starting from 2,5-dimethoxyfuran. Propargyl alcohol (3) can be similarly anodically oxidized in trimethyl orthoformate giving dimethyl acetal of propynal (4) in 85% yield.

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5

Collins, DJ, LM Downes, and M. Kyriakou. "Enolic Ortho Esters. III. Preparation of a Keto Acetal by Hydride Reduction of an Enolic Ortho Ester." Australian Journal of Chemistry 42, no. 9 (1989): 1617. http://dx.doi.org/10.1071/ch9891617.

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Lithium aluminium hydride reduction of the enolic ortho ester 4′,4′-dimethyl-3,4,5,8-tetra-hydrospiro [2H-l-benzopyran-2,21-[1,3]dioxolan] (8) in the absence of solvent gave 6-[21-(4″,4″- dimethyl-1″,3″-dioxolan-2″-yl)ethyl]cyclohex-3-en-1-one (11) which was isomerized to the α'β-unsaturated keto acetal (10). Similarly, hydride reduction of the phenolic ortho ester 4′-methyl-3,4-dihydrospiro[2H-1-benzopyran-2,2′-[1,3]dioxolan] (12a) and the 4′,4′-dimethyl analogue (12b), afforded the corresponding phenolic acetals (14a) and (14b) respectively, in high yields.′

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Pashkovsky, F. S., D. I. Korneev, and F. A. Lakhvich. "Transformations of 3,7-interphenylene 11-deoxyprostanoid formyl precursors in the acidic medium." Doklady of the National Academy of Sciences of Belarus 65, no. 6 (December 26, 2021): 702–7. http://dx.doi.org/10.29235/1561-8323-2021-65-6-702-707.

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It has been shown that the formyl precursors of 3,7-interphenylene 11-deoxyprostanoids, formed during acidic hydrolysis of the corresponding acetals, can undergo isomerization (disproportionation) in the acidic medium to give 2-(arylalkyl)-3-(hydroxymethyl)cyclopent-2-ene-1-ones – the synthons for prostanoids and phytoprostanes of the series B. Acetal precursors of 3,7-interphenylene 11-deoxyprostaglandin analogues with electron-donating alkoxy substituent in position 3′ of the aromatic fragment in the α-chain under similar conditions hydrolyze with the formation of formyl derivatives that spontaneously cyclize to produce 2,3,4,9-tetrahydro-1H-cyclopenta[b]naphthalene-1-ones.

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Blanáriková-Hlobilová, Iva, Lubor Fišera, Naďa Prónayová, and Marian Koman. "1,3-Dipolar Cycloadditions of D-Erythrose- and D-Threose-Derived Alkenes with Nitrones." Collection of Czechoslovak Chemical Communications 68, no. 5 (2003): 951–64. http://dx.doi.org/10.1135/cccc20030951.

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The new chiral terminal alkenes derived from cyclic acetals of D-erythrose 1-3 and D-threose 5, 6 were prepared. The alkenes 1, 2 and 5 react with chiral nitrones to afford the corresponding diastereomeric isoxazolidines 19-21. The stereoselectivity was dependent on the steric hindrance of the nitrone. In all cases the cycloadditions are endo-selective. The major products were found to have the C-3/C-4 erythro- and C-3/C-3a cis-configuration. Its formation can be rationalized by a less hindered endo-attack of the (Z)-nitrone in an antiperiplanar manner with respect to the largest group of the cyclic acetal.

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Lopez, JC, AM Gomez, and B. Fraserreid. "Cyclization Reactions of Tethered Radicals Derived From 4-O-Substituted α-D-erythro-Octa-2,6-dienopyranosides: Stereoselective Access to Carbocycles and Branched-Chain Sugars." Australian Journal of Chemistry 48, no. 2 (1995): 333. http://dx.doi.org/10.1071/ch9950333.

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The chemo- and stereo- selectivities in the cyclization of tethered radicals, derived from α-D-erythro-octa-2,6-dienopyranosides, in which there is competition between 5-exo and 6-exo ring closures, have been examined. Use of silicon tethers resulted in a preferred 6-exo-trig addition. However, tethered mixed iodo acetals have shown an unprecedented relation between the stereogenic centre in the acetal and the preferred addition pathway. In addition, changes in the oxidation state at the termini of the olefins have a profound effect upon site selectivity, thus leading to 3-deoxy 3-C-substituted carbohydrates, off-template branched-chain sugars, or functionalized cyclopentanes.

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Denmark, Scott E., Vito Guagnano, and Jean Vaugeois. "Studies on the reduction and hydrolysis of nitroso acetals." Canadian Journal of Chemistry 79, no. 11 (November 1, 2001): 1606–16. http://dx.doi.org/10.1139/v01-132.

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Chemical transformation of nitroso acetals derived from tandem [4 + 2]/[3 + 2] cycloadditions of nitroalkenes have been investigated. New reduction methods were surveyed in an attempt to supplant the use of hydrogen and Raney nickel. Homogeneous catalytic hydrogenation was not successful, but samarium diiodide did effectively and selectively cleave one of the NO bonds in a number of nitroso acetals. Acid-promoted hydrolysis of the nitroso acetals produced both α-alkoxy nitrones and hydroxamic acids selectively via expected pathways.Key words: nitroso acetals, hydroxamic acids, α-alkoxy nitrones, reduction, hydrolysis.

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10

Yakovleva, Marina P. "Low-temperature reduction of acyclic carvomentholactone derivatives with diisobutylaluminum hydride in methylene chloride." Butlerov Communications 61, no. 2 (February 29, 2020): 24–28. http://dx.doi.org/10.37952/roi-jbc-01/20-61-2-24.

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Earlier, we discovered a novel reaction in the chemistry of organoaluminum compounds - the formation of O-isobutyl acetals during low-temperature (-70 °С) treatment of a number of seven-membered lactones with a twofold (or more) molar amount of diisobutylaluminium hydride in methylene chloride. In addition, it was shown that the acyclic derivatives of (-)-mentholactone - methyl 6-hydroxy-3,7-dimethyl-octanoate and its 6-oxo analogue - also enter into the low-temperature reduction reaction of diisobutylaluminum hydride in methylene chloride. Moreover, methyl 6-hydroxy-3,7-dimethyloctanoate in this reaction behaves similarly to (-)-mentholactone: when 4 equivalents of diisobutylaluminium hydride acts on it, the reaction proceeds with the predominant formation of isobutyl acetal as the only (2S,7S)-epimer. Methyl 6-oxo-3,7-dimethyl octanoate in a low-temperature reduction reaction with 4 equivalents of diisobutylaluminium hydride in methylene chloride acts as a mixture of (-)-mentholactone and isomentolactone, leading to a mixture of (2S,7S)-, (2S,7R)- and (2R,7R)-isobutyl acetals in a ratio of 3.2: 1.3: 1.0, respectively. In the present work, when low-temperature reduction was involved in the reaction with diisobutylaluminium hydride, methyl (3R)-6-hydroxy- or (3R)-6-oxo-3-isopropylheptanoates available from carvomentolactone reacted without the formation of isobutyl acetal: a mixture of (2: 1) 6-hydroxy-(3R)-isopropylheptanal and (4R)-isopropyl-7-methyloxepan-2-ol was obtained.

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Dissertations / Theses on the topic "3-acetals"

1

Mohammed, Shahid. "Manganese (3) acetate oxidative free radical cyclisations : the synthesis of novel functionalised spiro and fused acetal compounds." Thesis, University of Southampton, 1993. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.317645.

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2

Mykhaylychenko, Sergiy. "Study of perfluoroketene dithioacetals and N,S-acetals for the synthesis of fluorinated acyclic and heterocyclic compounds." Rouen, 2008. http://www.theses.fr/2008ROUES066.

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Les dithioacétals de perfluorocétènes sont des « synthons » simples et polyvalents pour la synthèse d'une large variété de composés fluorés acycliques et cycliques. Des transformations efficaces et directes des g-lactones a,b-insaturées en g-lactames et en pyridazin-3-ones substitués par un groupement 2,2,2-trifluoroéthyle ont été effectuées, à partir d'amines primaires et d'hydrazines variées et des dithioacétals de perfluorocétènes. La structure de tous les nouveaux composés a été assignée en utilisant les données de RMN (19F, 1H, 13C), d'IR et de MS et par diffraction des rayons X. Les réactions des polyfluorothioamides N-monosubstitués avec des réactifs organolithiums ont été étudiées. Dans le cas des polyfluorothioamides N,N-disubstitués, les N,S-acétals ont été obtenus. Les propriétés chimiques des N,S-acétals de perfluorocétènes, incluant les réactions d'oxydation et de chloration, ont été étudiées. La réaction d'oxydation des N,S-acétals de perfluorocétènes avec l'hydroperoxyde de tertbutyle a conduit à la formation d'un a-hydroperfluoroamide. La chloration des N,S-acétals de perfluorocétènes avec le chlorure de sulfuryle a donné des a-chloroperfluoroamides ; cette méthode s'est avérée une nouvelle approche pour la synthèse des composés polyfluorés a-chlorés optiquement actifs. Les mécanismes possibles pour ces transformations ont été discutés
Perfluoroketene dithioacetals are simple and highly versatile building-blocks for the synthesis of various fluorinated acyclic and heterocyclic compounds. Efficient and straightforward transformation of a,b-unsaturated g-lactones into 2,2,2-trifluoroethyl substituted γ-lactams and pyridazin-3-ones was performed, starting from a variety of primary amines or hydrazines and perfluoroketene dithioacetatals. The structures of all new compounds were ascribed using NMR (19F, 1H, 13C), IR, MS data and X-ray diffraction analysis. The possible mechanisms for the formation of γ-lactams and pyridazin-3-ones are also presented. The reactions of N-monosubstituted polyfluorothioamides with alkyllithium reagents were studied. In the case of N,N-disubstituted perfluorothioamides N,S-acetals were obtained. Some chemical properties of perfluoroketene-N,S-acetals, including oxidation and chlorination reactions, were investigated. Oxidation reaction of perfluoroketene-N,S-acetals with t-butylhydroperoxide led to a formation of a-hydroperfluoroamides. Chlorination of perfluoroketene-N,S-acetals with sulfuryl chloride gave a-chloroperfluoroamides; this method proved to be a new approach in the synthesis of polyfluorinated a-chloro optically active compounds. The possible mechanisms for these transformations are discussed

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3

Pale, Patrick. "Synthese et reactivite d'epoxyalcools acetyleniques chiraux : application a la synthese de cyclopropanes et d'heterocycles fonctionnalises." Reims, 1988. http://www.theses.fr/1988REIMS012.

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4

Lecouve, Jean-Pierre. "Organométalliques vinyliques à fonction carbonylée masquée : application à la synthèse du rétinal." Rouen, 1986. http://www.theses.fr/1986ROUES016.

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On prépare une série d'organolithiens vinyliques par échange brome-lithium, utilisés ensuite dans 5 synthèses du rétinal à partir de la β-ionone. Les acétals, oméga-lithiés permettent d'aboutir en deux étapes au rétinal. Les éthers d'énols ω-lithiés présentent une grande réactivite avec les aldéhydes, et les cétones, une grande sélectivité, permettent des rendements élevés et la libération du carbonyle de l'adduit intermédiaire, simultanément avec le départ de l'hydroxyde dans des conditions douces. Pour la première fois, des organométalliques vinyliques à carbonyle masqué comportant 3 doubles liaisons conjuguées ont été préparés, permettant l'accès direct au rétinal à partir de la β-ionone

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5

Bénard, Didier. "Nouvelle approche en synthèse peptidique : voie non isohypsique : oxydation chimique et ammoxydation catalytique de la méthyl-4 pyridine." Rouen, 1986. http://www.theses.fr/1986ROUES006.

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Dans une première partie, nous avons étudié une nouvelle approche en synthèse peptidique selon une voie non isohypsique par isomérisation d'oxaziridine en amide sur gel de silice. Cette méthode nous a permis de préparer un dipeptide et un peptide modifié à fonction C acétalique terminale. Nous avons également étudié une nouvelle voie d'accès à la famille des N-acylglycinals. Dans une seconde partie, dans le cadre d'un contrat industriel, nous avons étudié l'oxydation chimique et l'ammoxydation catalytique de la méthyl-4 pyridine. Nous avons mis au point un catalyseur et des conditions expérimentales qui permettent d'accéder à la cyano-4 pyridine avec un rendement de 87%

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6

Sun, Si-Shoung, and 孫思雄. "[6+3] and [6+4] Cycloaddition of Fulveneketene Acetal." Thesis, 1996. http://ndltd.ncl.edu.tw/handle/80794025225197023539.

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碩士
國立中正大學
化學系
84
This thesis addresses a novel [6+3] cycloaddition of 2-oxyallyl cation and fulveneketene acetal. The new cycloaddition provides an efficient synthesis of indandiones and the reaction is relatively insensitive to the steric bulk of the cation substituents. Tandem [6+3] cycloaddition-alkylation products were also observed in the reactions when two equivalents of 2-oxy- allyl cation were employed. In addition, reactions of various fulvene analogues were also investigated. The results were consistent with the concept that the high-order cycloaddition scould be enhanced by increasing the electron density onthe fulvenes. Other subjects, including the [6+4] cycloaddition of fulveneketene acetal and α-pyrones as well as synthetic applications to some 4-azulenols, were also studied in this thesis.

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7

Chen, Zhong-Yi, and 陳忠毅. "1. 1. Studies in Synthesis of C-1 Substituted Fulvenes via the Oxidation-Addition of Haloacetyl Halide to fulveneketene Acetal. 2. Traceless Solid-Phase Synthesis of Cyclopenta[c]quinolines and Cyclopenta[c]chromenes via Hetero [6+3] Cycloadditions of Fu." Thesis, 2003. http://ndltd.ncl.edu.tw/handle/12983595954471742161.

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博士
國立中正大學
化學研究所
91
1.Studies in Synthesis of C-1 Substituted Fulvenes via the Oxidation-Addition of Haloacetyl Halide to fulveneketene Acetal. In contrast to the [2+2] cycloaddition of fulvenes and ketenes, fulveneketene acetal, 2-chloropentadienylidene-1,3-dioxalane, reacts with a-halo acyl halides to give various C-1 substituted fulvene. Herein we describe the first example of oxidative-addition of a-chloroacetyl chloride to fulveneketene acetal, and formal synthesis of the carbocyclic analogs of Captopril. 2.Traceless Solid-Phase Synthesis of Cyclopenta[c]quinolines and Cyclopenta[c]chromenes via Hetero [6+3] Cycloadditions of Fulvene. A Facile Approach to the 11-Heterosteroids Framework. The hetero [6+3] cycloaddition of fulvenes to benzoquinones and indoanilines provides an efficient route to the synthesis cyclopenta[c]-4H-chromen-8-ol, benzo[d]cyclopenta[e]-3H-3-azin-8-ol and other 11-hetero steroids. The structure of the cyclopenta[c]chromene skeleton was confirmed by the X-ray structure analysis of the p-bromobenzoate of 109. The traceless solid-phase synthesis of the scaldfold, consist of 110 examples, was achieved by the reaction of benzoquinones or iodoanilines with aminofulvene resin 140 which was prepared from polystyrene amino resin 138 via 2-step reaction.

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Book chapters on the topic "3-acetals"

1

Seebach, Dieter, René Imwinkelried, and Theodor Weber. "EPC Syntheses with C, C Bond Formation via Acetals and Enamines." In Modern Synthetic Methods, 125–259. Berlin, Heidelberg: Springer Berlin Heidelberg, 1986. http://dx.doi.org/10.1007/978-3-642-82805-8_4.

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2

Toyota, S., and T. Iwanaga. "Cyclization with 3-Oxo Acetals." In Monocyclic Arenes, Quasiarenes, and Annulenes, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-045-00705.

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König, B. "From 3-Bromopropenal Acetals and Alkanals." In Fully Unsaturated Small-Ring Heterocycles and Monocyclic Five-Membered Hetarenes with One Heteroatom, 1. Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-009-00267.

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"Product Class 3: Hal/O Acetals." In Category 4, Compounds with Two Carbon Heteroatom Bonds, edited by Warriner. Stuttgart: Georg Thieme Verlag, 2007. http://dx.doi.org/10.1055/sos-sd-029-00127.

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Kouklovsky, C. "From 3-Hydroxy Hal/O Acetals." In Acetals: Hal/X and O/O, S, Se, Te, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-029-00490.

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"Product Class 3: S,S-Acetals." In Category 4, Compounds with Two Carbon Heteroatom Bond, edited by Otera and Noyori. Stuttgart: Georg Thieme Verlag, 2007. http://dx.doi.org/10.1055/sos-sd-030-00100.

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"30.3 Product Class 3: S,S-Acetals." In Knowledge Updates 2018/2, edited by Joule, Murai, Fuerstner, and Thomas. Stuttgart: Georg Thieme Verlag, 2018. http://dx.doi.org/10.1055/sos-sd-130-00169.

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Carbery, D. "Method 3: Exchange of Ligands on Existing Acetals." In Science of Synthesis Knowledge Updates KU 2011/1, 1. Georg Thieme Verlag KG, 2010. http://dx.doi.org/10.1055/sos-sd-129-00056.

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Sako, M. "Cyclization of 3-Aminopyridine-2-carboxamides with Acetals." In Six-Membered Hetarenes with Two Identical Heteroatoms, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-016-01508.

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Merino, P. "OR/ON Acetals: 6-Alkoxy-3-1,2-oxazines and Related Compounds." In Acetals: Hal/X and O/O, S, Se, Te, 1. Georg Thieme Verlag KG, 2007. http://dx.doi.org/10.1055/sos-sd-029-00667.

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Conference papers on the topic "3-acetals"

1

Luo, Cai-Wu, An Li, Shan Liang, Bo Lei, Zheng-Hao Wang, and Zi-Sheng Chao. "Study on screening catalysts for the synthesis of acrolein diethyl acetal/ammonia toward pyridine and 3-picoline." In THE 3RD INTERNATIONAL CONFERENCE ON MECHANICS, MATERIALS AND STRUCTURAL ENGINEERING 2018 (ICMMSE2018). Author(s), 2018. http://dx.doi.org/10.1063/1.5047112.

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Kim, Hyun-Jin, Yoon-Sik Chung, Dong H. Lee, Sook H. Cho, Kwang H. Im, Yun-Gill Yim, Deog-Bae Kim, and Jae-Hyun Kim. "Synergic effect of acetal-based resin by blending with poly[4-hydroxy styrene-co-tert-butyl acrylate-co-4-(3-cyano-1,5-di-tert-butyl carbonyl pentyl styrene)] (P(HS-TBA-CBPS)) on the profiles of 248 nm chemically amplified resist." In SPIE's 27th Annual International Symposium on Microlithography, edited by Theodore H. Fedynyshyn. SPIE, 2002. http://dx.doi.org/10.1117/12.474265.

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