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通过溴硝基甲烷和β,γ-不饱和α-酮酯的有机催化迈克尔加成引发的环化反应,立体选择性合成高度官能化的硝基环丙烷。

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

机构信息

Institute and State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071 (P. R. China), Fax: (+86) 022-23503627.

出版信息

Chem Asian J. 2013 Nov;8(11):2859-63. doi: 10.1002/asia.201300778. Epub 2013 Aug 9.

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.

摘要

通过多米诺迈克尔加成/分子内烷基化策略,成功开发了β,γ-不饱和α-酮酯与溴亚硝甲烷的高非对映选择性和对映选择性环丙烷化反应。获得了可接受的产率(高达 89%)和对映选择性(高达 96%ee)。

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