Enantioselective and diastereoselective Michael addition of ketone/aldehyde to trans-nitroolefins catalyzed by a novel chiral pyrrolidine-thiourea

Authors

Zongxuan Shen, Soochow University
Yongqiang Zhang, Soochow University
Chongjun Jiao, Soochow University
Bin Li, Soochow University
Juan Ding, Soochow University
Yawen Zhang, Soochow University

Document Type

Article

Publication Date

5-2-2007

Abstract

The direct Michael addition reaction of cyclohexanone/aliphatic aldehydes with nitroolefins, catalyzed by a novel chiral pyrrolidine-thiourea catalyst 1a, is described. The desired 1,4-adducts were obtained in moderate yields with enantioselectivities up to 99% ee and dr up to 99:1 of the syn product. © 2007 Wiley-Liss, Inc.

Publication Source (Journal or Book title)

Chirality

First Page

307

Last Page

312

Recommended Citation

Shen, Z., Zhang, Y., Jiao, C., Li, B., Ding, J., & Zhang, Y. (2007). Enantioselective and diastereoselective Michael addition of ketone/aldehyde to trans-nitroolefins catalyzed by a novel chiral pyrrolidine-thiourea. Chirality, 19 (4), 307-312. https://doi.org/10.1002/chir.20382