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Asymmetric organocatalytic cascade Michael/hemiketalization/retro-Henry reaction of β,γ-unsaturated ketoesters with α-nitroketones†
Yaojun Gao,Qiao Ren,Woon-Yew Siau,Jian Wang
Chemical Communications Pub Date : 04/12/2011 00:00:00 , DOI:10.1039/C1CC11124H
Abstract

An unprecedented enantioselective organocatalytic Michael/hemiketalization/retro-Henry cascade sequence is described, which catalyzed by a simple bifunctional indane amine-thiourea catalyst. This process provides a new route to the enantioselective synthesis of 5-nitro-pent-2-enoates, a precursor to α-ketolactam.

Graphical abstract: Asymmetric organocatalytic cascade Michael/hemiketalization/retro-Henry reaction of β,γ-unsaturated ketoesters with α-nitroketones
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