Academic literature on the topic 'Aldol Reaction'

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Journal articles on the topic "Aldol Reaction"

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Hayashi, Yujiro, and Itaru Sato. "Mukaiyama Aldol Reaction ^|^mdash; 40th Anniversary Symposium." Journal of Synthetic Organic Chemistry, Japan 72, no. 3 (2014): 309–13. http://dx.doi.org/10.5059/yukigoseikyokaishi.72.309.

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Schreyer, Lucas, Philip S. J. Kaib, Vijay N. Wakchaure, Carla Obradors, Roberta Properzi, Sunggi Lee, and Benjamin List. "Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates." Science 362, no. 6411 (October 11, 2018): 216–19. http://dx.doi.org/10.1126/science.aau0817.

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Reactions that form a product with the same reactive functionality as that of one of the starting compounds frequently end in oligomerization. As a salient example, selective aldol coupling of the smallest, though arguably most useful, enolizable aldehyde, acetaldehyde, with just one partner substrate has proven to be extremely challenging. Here, we report a highly enantioselective Mukaiyama aldol reaction with the simple triethylsilyl (TES) andtert-butyldimethylsilyl (TBS) enolates of acetaldehyde and various aliphatic and aromatic acceptor aldehydes. The reaction is catalyzed by recently developed, strongly acidic imidodiphosphorimidates (IDPi), which, like enzymes, display a confined active site but, like small-molecule catalysts, have a broad substrate scope. The process is scalable, fast, efficient (0.5 to 1.5 mole % catalyst loading), and greatly simplifies access to highly valuable silylated acetaldehyde aldols.
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Jung, Michael E., and Alexandra van den Heuvel. "A Tandem Non-Aldol Aldol Mukaiyama Aldol Reaction." Organic Letters 5, no. 24 (November 2003): 4705–7. http://dx.doi.org/10.1021/ol0358760.

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Inegbenebor, Adedayo I., Raphael C. Mordi, and Oluwakayode M. Ogunwole. "Zeolite Catalyzed Aldol Condensation Reactions." International Journal of Applied Sciences and Biotechnology 3, no. 1 (March 15, 2015): 1–8. http://dx.doi.org/10.3126/ijasbt.v3i1.12291.

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The review is based on the description of zeolite structure, uses, synthesis, and catalytic aldol reaction in aldol condensation. An internal aldolcondensation reaction has been achieved over ZSM-5 zeolite with high silica-alumina ratio at 350oC. It therefore follows that zeolite canfunction as a catalyst in aldol type condensation reactions and that weak acid sites as well as a small number of active sites favor the aldolcondensation reaction of carbonyl compounds. However, the mixed condensation product was found to be favored at temperatures above 300oCand the self-condensation of ethanal to crotonaldehyde was favored at temperatures below 300oC. It has also been suggested that both Brønstedand Lewis acids are involved in aldol reactions with Lewis acid sites the most probable catalytic sites. The zeolite group of minerals has founduse in many chemical and allied industries.DOI: http://dx.doi.org/10.3126/ijasbt.v3i1.12291 Int J Appl Sci Biotechnol, Vol. 3(1): 1-8
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Huang, Wen-Ping, Jia-Rong Chen, Xin-Yong Li, Yi-Ju Cao, and Wen-Jing Xiao. "Asymmetric organocatalytic direct aldol reactions of cyclohexanone with aldehydes in brine." Canadian Journal of Chemistry 85, no. 3 (March 1, 2007): 208–13. http://dx.doi.org/10.1139/v07-012.

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Organocatalytic asymmetric direct aldol reactions in brine with high diastereo- and enantioselectivities, using a readily available bifunctional amide catalyst, were developed.Key words: aldol reaction, organocatalyst, asymmetric catalysis, water.
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Müller, Tobias, Kristina Djanashvili, Joop A. Peters, Isabel W. C. E. Arends, and Ulf Hanefeld. "Tetrahedral boronates as basic catalysts in the aldol reaction." Zeitschrift für Naturforschung B 70, no. 8 (August 1, 2015): 587–95. http://dx.doi.org/10.1515/znb-2015-0029.

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Abstractβ-Hydroxyketones are versatile building blocks in organic synthesis, which can be conveniently synthesized from ketones and aldehydes by aldol reactions. Unfortunately, these reactions often suffer from dehydration of the initially formed β-hydroxyketones. Previously, tetrahedral 3,5-difluorophenylborate was shown to be an efficient and selective catalyst for this reaction. The present investigation concerns the catalytic performance of phenyl borates with different substitution patterns in the aldol reaction. It appears that the dehydration reaction can be suppressed by selecting substituents and substituent positions with reduced electron withdrawing effects on the borate function. Optimal suppression of the dehydration of β-hydroxyketones was obtained for compounds corresponding to phenylboronic acids with a pKa > 7. The reactions between benzaldehyde and butanone or 3-pentanone did not show diastereoselectivity, which suggests that the catalysts merely act as bases rather than as templates for the transition state of the aldol reaction. Sterically more demanding ketones were not converted.
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Cordes, Martin, and Markus Kalesse. "Very Recent Advances in Vinylogous Mukaiyama Aldol Reactions and Their Applications to Synthesis." Molecules 24, no. 17 (August 22, 2019): 3040. http://dx.doi.org/10.3390/molecules24173040.

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It is a challenging objective in synthetic organic chemistry to create efficient access to biologically active compounds. In particular, one structural element which is frequently incorporated into the framework of complex natural products is a β-hydroxy ketone. In this context, the aldol reaction is the most important transformation to generate this structural element as it not only creates new C–C bonds but also establishes stereogenic centers. In recent years, a large variety of highly selective methodologies of aldol and aldol-type reactions have been put forward. In this regard, the vinylogous Mukaiyama aldol reaction (VMAR) became a pivotal transformation as it allows the synthesis of larger fragments while incorporating 1,5-relationships and generating two new stereocenters and one double bond simultaneously. This review summarizes and updates methodology-oriented and target-oriented research focused on the various aspects of the vinylogous Mukaiyama aldol (VMA) reaction. This manuscript comprehensively condenses the last four years of research, covering the period 2016–2019.
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Ju, Longxin, Gang Li, and Hongxian Luo. "Catalytic Synthesis of Methacrolein via the Condensation of Formaldehyde and Propionaldehyde with L-Proline Intercalated Layered Double Hydroxides." Catalysts 12, no. 1 (December 31, 2021): 42. http://dx.doi.org/10.3390/catal12010042.

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Aldol condensation reactions are very important C–C coupling reactions in organic chemistry. In this study, the catalytic performance of layered double hydroxides (LDHs) in the aldol condensation reaction of formaldehyde (FA) and propionaldehyde (PA) was investigated. The MxAl-LDHs (denoted as re-MxAl–LDHs; M = Ca and Mg; X = 2–4), as heterogeneous basic catalysts toward the aldol condensation reaction, were prepared via a two-step procedure. The catalyst exhibited a high PA conversion (82.59%), but the methacrolein (MAL) selectivity was only 36.01% due to the limitation of the alkali-catalyzed mechanism. On this basis, the direct intercalation of L-proline into LDHs also has been investigated. The influences of several operating conditions, including the temperature, reaction time, and substrate content, on the reaction results were systematically studied, and the optimized reaction conditions were obtained. The optimized Mg3Al–Pro-LDHs catalyst exhibited a much higher MAL selectivity than those of re-MgxAl–LDHs.
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Sugita, Kazuyuki, Motoi Kuwabara, Ami Matsuo, Shogo Kamo, and Akinobu Matsuzawa. "Stereoselective Convergent Synthesis of Carbon Skeleton of Cotylenin A Aglycone." Synthesis 53, no. 12 (February 1, 2021): 2092–102. http://dx.doi.org/10.1055/s-0040-1706684.

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AbstractIn this paper, the synthesis of the carbon skeleton of cotylenin A aglycone is described. The key reactions, including an intramolecular aldol reaction, an aldol coupling reaction, and a ring-closing meta­thesis, allow for the effective and stereoselective access to the carbon skeleton of cotylenin A aglycone. The stereochemistry was confirmed by single-crystal X-ray crystallographic analyses of related compounds.
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Dreier, Anna-Lena, Andrej V. Matsnev, Joseph S. Thrasher, and Günter Haufe. "Syn-selective silicon Mukaiyama-type aldol reactions of (pentafluoro-λ6-sulfanyl)acetic acid esters with aldehydes." Beilstein Journal of Organic Chemistry 14 (February 8, 2018): 373–80. http://dx.doi.org/10.3762/bjoc.14.25.

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Aldol reactions belong to the most frequently used C–C bond forming transformations utilized particularly for the construction of complex structures. The selectivity of these reactions depends on the geometry of the intermediate enolates. Here, we have reacted octyl pentafluoro-λ6-sulfanylacetate with substituted benzaldehydes and acetaldehyde under the conditions of the silicon-mediated Mukaiyama aldol reaction. The transformations proceeded with high diastereoselectivity. In case of benzaldehydes with electron-withdrawing substituents in the para-position, syn-α-SF5-β-hydroxyalkanoic acid esters were produced. The reaction was also successful with meta-substituted benzaldehydes and o-fluorobenzaldehyde. In contrast, p-methyl-, p-methoxy-, and p-ethoxybenzaldehydes led selectively to aldol condensation products with (E)-configured double bonds in 30–40% yields. In preliminary experiments with an SF5-substituted acetic acid morpholide and p-nitrobenzaldehyde, a low amount of an aldol product was formed under similar conditions.
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Dissertations / Theses on the topic "Aldol Reaction"

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Tan, Duygu. "Silicon Tetrachloride Mediated Asymmetric Aldol Addition Reaction." Master's thesis, METU, 2013. http://etd.lib.metu.edu.tr/upload/12615396/index.pdf.

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Aldol addition reaction is one of the most important and most studied carbon-carbon bond forming reactions in organic chemistry. Recent studies focused on the catalytic version of this chemistry. Different from the classical Mukaiyama-type aldol reactions, chiral lewis bases have been used as promoters. In the presence of SiCl4, these reactions proceed through a cyclic transition state leading to anti aldol product as a major product with moderate-to-good diastereo and enantioselectivities. Phosphoramide derivatives, BINAPO, BINAPO derivatives, N,N-dioxides and N-oxides have been extensively used for this purpose. Recently, our group has designed new phosphine oxy aziridinyl phosphonates (POAP) as chiral Lewis bases. These promoters were used for the asymmetric aldol addition reaction between cyclohexanone and different aldehydes in the presence of SiCl4. Moreover, our previously designed phosphine oxy ferrocenyl substituted aziridinyl methanol (POFAM) ligands were also tested as Lewis bases. Among these 6 potential promoters, POAP-A gave the best results, and the aldol product were obtained in moderate to good yields up to 80%, and with moderate enantioselectivities (the highest, 66%) after standard optimization studies. Aldehyde screening experiments provided the highest enantioselectivity (68%) with 2- naphthaldehyde.
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Goodman, J. M. "Studies on the boron-mediated aldol reaction." Thesis, University of Cambridge, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.316774.

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Tokuda, Osamu. "Studies on organocatalytic direct asymmetric aldol reaction." 京都大学 (Kyoto University), 2007. http://hdl.handle.net/2433/136966.

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Nixon, Tracy Dawn. "Catalyst design for the asymmetric phospho-aldol reaction." Thesis, University of Leeds, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.424504.

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Lou, Samuel. "Stereochemical Control of Polyketides through Asymmetric Aldol Reaction." Master's thesis, Virginia Tech, 2000. http://hdl.handle.net/10919/37095.

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Polyketides are a group of complex natural products that can inhibit the growth of bacteria, viruses, fungi, and tumor cells. Most polyketides are very difficult to extract from bacteria. Therefore, numerous syntheses of polyketide-related synthons have been attempted.

However, controlling the stereochemistry of the polyketide poses the most challenging task for researchers. The aim of this report is to discuss control of the stereochemistry of the polyketide-related synthons in asymmetric aldol reactions. Several important methodologies for stereochemical control in the aldol reaction exist. The first approach is to control the enolate geometry and the aldehyde (or ketone) geometry. The second approach is to use a chiral auxiliary and chiral ligands. The third approach is to use a chiral catalyst, which is the most efficient method if the catalyst operates with complete efficiency. Proposed transition states are also described to explain the resulting stereochemistry of the aldol adduct.
Master of Science

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Freiria, Marta. "Novel rhodium (I) catalysed tandem hydrosilylation - intramolecular aldol reaction." Thesis, University College London (University of London), 2003. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.409927.

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Kephart, Susan E. "Synthetic and mechanistic studies on a silicon-mediated aldol reaction." Diss., Pasadena, Calif. : California Institute of Technology, 1995. http://resolver.caltech.edu/CaltechETD:etd-10312007-082516.

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Tempkin, Orin 1967. "New chiral catalyts for the asymmetric Mukaiyama-type aldol reaction." Thesis, Massachusetts Institute of Technology, 1994. http://hdl.handle.net/1721.1/17349.

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Tang, Gongkun [Verfasser]. "Novel Organocatalysts with Pyrrolidine and Brönsted Acids for Aldol Reaction and other Reactions / Gongkun Tang." Wuppertal : Universitätsbibliothek Wuppertal, 2013. http://d-nb.info/1038029023/34.

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Taylor, Anthony Philip. "Regio- and diastereo-selectivity in directed aldol reactions of cyclopent-2-enone and but-2-en-4-olide." Thesis, University of Bath, 1988. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.380865.

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Books on the topic "Aldol Reaction"

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Mahrwald, Rainer. Aldol Reactions. Dordrecht: Springer Netherlands, 2009.

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Mahrwald, Rainer, ed. Aldol Reactions. Dordrecht: Springer Netherlands, 2009. http://dx.doi.org/10.1007/978-1-4020-8701-1.

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Mahrwald, Rainer, ed. Modern Methods in Stereoselective Aldol Reactions. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2013. http://dx.doi.org/10.1002/9783527656714.

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Fish, Joshua. Pyrite as a catalyst for aldol condensation reactions. Sudbury, Ont: Laurentian University, 2001.

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Powers, Timothy S. Asymmetric Diels-Alder and aldol reactions using Fischer carbene complexes. 1993.

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Mahrwald, Rainer, ed. Modern Aldol Reactions. Wiley, 2004. http://dx.doi.org/10.1002/9783527619566.

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A, Evans David, and Rainer Mahrwald. Modern Aldol Reactions. Wiley & Sons, Limited, John, 2008.

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Mahrwald, Rainer. Modern Methods in Stereoselective Aldol Reactions. Wiley & Sons, Incorporated, John, 2013.

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Mahrwald, Rainer. Modern Methods in Stereoselective Aldol Reactions. Wiley & Sons, Incorporated, John, 2013.

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Mahrwald, Rainer. Modern Methods in Stereoselective Aldol Reactions. Wiley & Sons, Limited, John, 2013.

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Book chapters on the topic "Aldol Reaction"

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Li, Jie Jack. "Mukaiyama aldol reaction." In Name Reactions, 246. Berlin, Heidelberg: Springer Berlin Heidelberg, 2002. http://dx.doi.org/10.1007/978-3-662-04835-1_193.

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Li, Jie Jack. "Evans aldol reaction." In Name Reactions, 114–15. Berlin, Heidelberg: Springer Berlin Heidelberg, 2002. http://dx.doi.org/10.1007/978-3-662-04835-1_94.

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Li, Jie Jack. "Mukaiyama aldol reaction." In Name Reactions, 375–76. Berlin, Heidelberg: Springer Berlin Heidelberg, 2009. http://dx.doi.org/10.1007/978-3-642-01053-8_170.

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Li, Jie Jack. "Evans aldol reaction." In Name Reactions, 212–13. Berlin, Heidelberg: Springer Berlin Heidelberg, 2009. http://dx.doi.org/10.1007/978-3-642-01053-8_92.

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Li, Jie Jack. "Mukaiyama aldol reaction." In Name Reactions, 417–18. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-03979-4_183.

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Li, Jie Jack. "Evans aldol reaction." In Name Reactions, 237–38. Cham: Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-03979-4_99.

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Carreira, Erick M. "Mukaiyama Aldol Reaction." In Comprehensive Asymmetric Catalysis I–III, 997–1065. Berlin, Heidelberg: Springer Berlin Heidelberg, 1999. http://dx.doi.org/10.1007/978-3-642-58571-5_1.

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Li, Jie Jack. "Evans aldol reaction." In Name Reactions, 130–31. Berlin, Heidelberg: Springer Berlin Heidelberg, 2003. http://dx.doi.org/10.1007/978-3-662-05336-2_101.

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Li, Jie Jack. "Mukaiyama aldol reaction." In Name Reactions, 274. Berlin, Heidelberg: Springer Berlin Heidelberg, 2003. http://dx.doi.org/10.1007/978-3-662-05336-2_204.

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Li, Jie Jack. "Mukaiyama Aldol Reaction." In Name Reactions, 370–72. Cham: Springer International Publishing, 2021. http://dx.doi.org/10.1007/978-3-030-50865-4_99.

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Conference papers on the topic "Aldol Reaction"

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Soares, Bruna Miranda, and Andréa Maria Aguilar. "Studies in Organocatalysts Synthesis for Direct Aldol Reaction." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0252-1.

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Jacoby, Caroline Gross, Raoní Scheibler Rambo, Tiago Lima da Silva, and Paulo Henrique Schneider*. "New Thiazolidine-Based Organocatalysts for Enantio- and Diastereoselective Aldol Reaction." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013915193943.

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Silva, Tiago Lima da, and Paulo Henrique Schneider. "Multicomponent Synthesis of Bifunctional Thiourea Organocatalysts for the Enantioselective Aldol Reaction." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0012-1.

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Tabatabaeian, Khalil, Elahe Keshavarz, Nosrat O. Mahmoodi, and Manouchehr Mamaghani. "Simple and fast ruthenium catalyzed direct aldol reaction: scope and limitations." In The 15th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2011. http://dx.doi.org/10.3390/ecsoc-15-00670.

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Cahyana, A. H., B. Ardiansah, and M. B. Maloka. "Magnetite - activated chicken eggshell (Fe3O4-ACE) composite for aldol condensation reaction." In PROCEEDINGS OF THE 3RD INTERNATIONAL SYMPOSIUM ON CURRENT PROGRESS IN MATHEMATICS AND SCIENCES 2017 (ISCPMS2017). Author(s), 2018. http://dx.doi.org/10.1063/1.5064075.

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Sakae, George H., Leandro M. Takata, Antonio S. Paulino, Reinaldo C. Bazito, Rafael F. Cassaro, Cleverson Princival, and Alcindo A. Dos Santos. "A high enantioselective Proline-based helical polymer catalyst for aldol type reaction." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_2013912163332.

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Li, Guigen, Han-Xun Wei, and Subramanian Karur. "Halo Aldol Reaction of a,b-Unsaturated Ketones and Aldehydes Mediated by Titanium Tetrachloride." In The 4th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2000. http://dx.doi.org/10.3390/ecsoc-4-01838.

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Camargo, Leandro R. Simon, Rodrigo C. da Silva, Arlene G. Corrêa, Julio Z. Schpector, and Márcio W. Paixão. "Proline and Steroids: An important synergism acting as organocatalyst in enantioselective green aldol reaction." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0069-1.

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Penhoat, Maël, Christian Rolando, and Didier Barbry. "Dual Proline/Water Compatible Lewis Acid Activation: a Biomimetic Approach for Direct Asymmetric Aldol Reaction." In The 13th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2009. http://dx.doi.org/10.3390/ecsoc-13-00193.

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Cassaro, R. F., G. Sakae, L. M. Takata, A. dos Santos, R. A. Gariani, and R. C. Bazito. "Investigation of proline derivatives for the efficient organocatalysis of an Aldol type reaction in supercritical CO2." In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_201382017856.

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