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

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

Chemistry, an Asian journal (2013-08-13)
Haijian Yu, Qiaohui Wang, Youming Wang, Haibing Song, Zhenghong Zhou, Chuchi Tang
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Bromonitromethane, technical grade, 90%