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Communication

Strontium-Catalyzed Highly Enantioselective Michael Additions of Malonates to Enones

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Magno Agostinho and Shū Kobayashi*

Department of Chemistry, School of Science and Graduate School of Pharmaceutical Sciences, The University of Tokyo, The HFRE Division, ERATO, JST, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

J. Am. Chem. Soc., 2008, 130 (8), pp 2430–2431

DOI: 10.1021/ja710332h

Publication Date (Web): February 5, 2008

Abstract

A novel catalyst system based on a chiral strontium complex which promotes the catalytic asymmetric Michael addition reactions of malonates to enones has been developed. The conjugate addition reactions proceeded smoothly in the presence of 5 mol % of the chiral strontium catalyst, at room temperature, to afford the desired adducts in high yields and excellent enantioselectivities. This method provides an efficient approach to the preparation of building blocks possessing various functional groups and possible sites for further functionalization.

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Published In Issue February 27, 2008
Received November 14, 2007

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Communication

Strontium-Catalyzed Highly Enantioselective Michael Additions of Malonates to Enones

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Related Content

Catalytic Asymmetric Protonation of Chiral Calcium Enolates via 1,4-Addition of Malonates

Development of Catalytic Asymmetric 1,4-Addition and [3 + 2] Cycloaddition Reactions Using Chiral Calcium Complexes

Chiral Calcium Complexes as Brønsted Base Catalysts for Asymmetric Addition of α-Amino Acid Derivatives to α,β-Unsaturated Carbonyl Compounds

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