Title: Asymmetric Michael Addition of Aromatic Ketones to Nitroolefins Catalyzed by Simple Chiral Bifunctional Primary Amine-Thioureas
VOLUME: 7 ISSUE: 5
Author(s):Liangliang Wang, Xiaoying Xu, Jun Huang, Lin Peng, Qingchun Huang and Lixin Wang
Affiliation:Chengdu institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, Sichuan Province, China.
Keywords:Organocatalyst, Michael addition, aromatic ketones, nitroolefins, primary-amine thiourea
Abstract: Simple chiral primary amine-thiourea catalysts derived from chiral 1,2-diphenylethylenediamine were found to catalyze direct Michael addition of aromatic ketones to nitroolefins with good enantioselectives (up to 86% ee) and excellent yields (up to 97%) for a broad range of substrates and successfully used in the preparation of (R)-Balcofen.
