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

Research paper by Jia-Rong JR Chen, Liang L Fu, You-Quan YQ Zou, Ning-Jie NJ Chang, Jian J Rong, Wen-Jing WJ Xiao

Indexed on: 08 Jun '11Published on: 08 Jun '11Published in: Organic & Biomolecular Chemistry



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).