Chemistry An Asian Journal 2013-11-01

Stereoselective synthesis of highly functionalized nitrocyclopropanes through the organocatalyic Michael-addition-initiated cyclization of bromonitromethane and β,γ-unsaturated α-ketoesters.

Haijian Yu, Qiaohui Wang, Youming Wang, Haibing Song, Zhenghong Zhou, Chuchi Tang

Index: Chem. Asian J. 8(11) , 2859-63, (2013)

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Abstract

A highly diastereo- and enantioselective cyclopropanation of β,γ-unsaturated α-ketoesters with bromonitromethane has been successfully developed through a domino Michael-addition/intramolecular-alkylation strategy. Acceptable yields (up to 89%) and enantioselectivities (up to 96% ee) have been obtained.Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.