Catalytic enantioselective aldol reactions

Recent developments in catalytic asymmetric aldol reactions have been summarized. Enantioselective aldol reactions are important methods to synthesize β-hydroxy carbonyl compounds in optical pure form, and as such, numerous successful chiral catalysts were designed and applied for asymmetric aldol r...

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Published inChemical Society reviews Vol. 47; no. 12; pp. 4388 - 448
Main Authors Yamashita, Yasuhiro, Yasukawa, Tomohiro, Yoo, Woo-Jin, Kitanosono, Taku, Kobayashi, Sh
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 18.06.2018
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Summary:Recent developments in catalytic asymmetric aldol reactions have been summarized. Enantioselective aldol reactions are important methods to synthesize β-hydroxy carbonyl compounds in optical pure form, and as such, numerous successful chiral catalysts were designed and applied for asymmetric aldol reactions. This review article is organized under the categories of: (1) catalytic enantioselective aldol reactions of preformed enolates, (2) catalytic enantioselective direct-type aldol reactions using chiral metal catalysts, (3) catalytic enantioselective direct-type aldol reactions using organocatalysts, (4) catalytic enantioselective aldol reactions in aqueous media. Examples of the aldol reactions that employ simple carbonyl compounds will be also the focus of this review. Recent developments in catalytic asymmetric aldol reactions have been summarized.
Bibliography:Tomohiro Yasukawa was born in Kanagawa, Japan, in 1987 and studied at the University of Tokyo, receiving his PhD degree in 2015 working under the direction of Prof. Sh Kobayashi. At present, he is a project assistant professor in a group of Green & Sustainable Chemistry Social Cooperation Laboratory in The University of Tokyo. His research interests include the development of heterogeneous catalysts for environmentally benign organic synthesis.
Yasuhiro Yamashita studied Chemistry at the Graduate School of Pharmaceutical Sciences, The University of Tokyo, and received his MsD in 1998 (supervisor, the late Professor Kenji Koga) and then his PhD in 2001 (supervisor, Sh Kobayashi). He started his academic career as an assistant professor in 2001 at the Graduate School of Pharmaceutical Sciences, the University of Tokyo. He then joined Professor John F. Hartwig's group at Yale University as a postdoctoral fellow (2005-2006). He returned to the University of Tokyo and was promoted to an associate professor in the Department of Chemistry, School of Science (2007).
Taku Kitanosono earned his BSc and MSc degrees from the University of Tokyo under the supervision of Prof. S. Kobayashi. After receiving PhD degree in 2015, he was appointed assistant professor in the Department of Chemistry at the University of Tokyo. His research interests include the unusual application of catalysis in aqueous environments, such as chiral heterogeneous catalysis, micellar catalysis, and artificial metalloenzymes.
Woo-Jin Yoo obtained his BSc and MSc degrees in 2003 and 2005, respectively, at the University of Guelph under the direction of Prof. William Tam. He then studied with Prof. Chao-Jun Li at McGill University and earned his PhD degree in 2009. He later joined the research laboratory of Prof. Sh Kobayashi at the University of Tokyo as a JSPS postdoctoral fellow, and was subsequently appointed as an assistant professor in 2011 in the same group. He is broadly interested in the development of new synthetic methods and catalysts for sustainable organic synthesis.
Sh Kobayashi studied at the University of Tokyo, receiving his PhD in 1988 working under the direction of Professor T. Mukaiyama. Following an initial period as an assistant professor, he was promoted to lecturer then associate professor at the Science University of Tokyo. In 1998, he moved to the Graduate School of Pharmaceutical Sciences, The University of Tokyo, as a full professor. In April 2007, he was appointed to his current position as professor of organic chemistry in the Department of Chemistry, within the Faculty of Science of The University of Tokyo.
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ISSN:0306-0012
1460-4744
DOI:10.1039/c7cs00824d