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Maleimide as an efficient nucleophilic partner in the aza-Morita–Baylis–Hillman reaction: synthesis of chiral 3-substituted-3-aminooxindoles†
Akshay Kumar,Vivek Sharma,Jasneet Kaur,Naveen Kumar,Swapandeep Singh Chimni
Organic & Biomolecular Chemistry Pub Date : 02/24/2015 00:00:00 , DOI:10.1039/C5OB00182J
Abstract

A highly enantioselective Morita–Baylis–Hillman reaction of maleimides with isatin derived ketimines has been developed to obtain enantiomerically enriched 3-substituted-3-aminooxindoles using β-isocupreidine as an organocatalyst. Maleimide acting as a nucleophile provides products with up to 99% ee.

Graphical abstract: Maleimide as an efficient nucleophilic partner in the aza-Morita–Baylis–Hillman reaction: synthesis of chiral 3-substituted-3-aminooxindoles
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