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Title

Copper-catalyzed Asymmetric Conjugate Addition to Challenging Michael Acceptors and Synthesis of Relevant Target Molecules
Authors
Gremaud, Ludovic
Palais, Laetitia
Alexakis, Alexandre
Published in Chimia. 2012, vol. 66, no. 4, p. 196-200
Abstract We report herein the enantioselective Cu-catalyzed conjugate addition of organometallic reagents to sensitive Michael acceptors and their application to the synthesis of relevant target molecules. This is one of the most important methodologies to form a C-C bond in an enantioselective manner. A wide range of α,β-unsaturated aldehydes and β,γ-unsaturated-α-ketoesters has been successfully used. Reactivity, regio- and enantioselectivities were strongly dependent on the reaction conditions, therefore moderate to very good results were obtained. Furthermore, γ-substituted-α-ketoesters were used as chiral building blocks for further derivatization with complete retention of the chiral information to obtain key compounds.
Keywords Asymmetric conjugate addition — Copper — Organometallic reagents — α,β-unsaturated aldehydes — β,γ-unsaturated-α-ketoesters
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Faculté des sciences / Section de chimie et biochimie / Département de chimie organique
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(ISO format) 		GREMAUD, Ludovic, PALAIS, Laetitia, ALEXAKIS, Alexandre. Copper-catalyzed Asymmetric Conjugate Addition to Challenging Michael Acceptors and Synthesis of Relevant Target Molecules. In: Chimia, 2012, vol. 66, n° 4, p. 196-200. doi: 10.2533/chimia.2012.196 https://archive-ouverte.unige.ch/unige:20284

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Deposited on : 2012-05-07

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