Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes†
Jia-Rong Chen,Liang Fu,You-Quan Zou,Ning-Jie Chang,Jian Rong,Wen-Jing Xiao
Organic & Biomolecular Chemistry Pub Date : 04/28/2011 00:00:00 , DOI:10.1039/C1OB05442B
Abstract

A series of chiral pyrrolidinyl-sulfamide derivatives have been identified as efficient bifunctional organocatalysts for the direct Michael addition of cyclohexanone to a wide range of nitroalkenes. The desired Michael adducts were obtained in high chemical yields and excellent stereoselectivities (up to 99/1 dr and 95% ee).

Graphical abstract: Pyrrolidinyl-sulfamide derivatives as a new class of bifunctional organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes