Asymmetric Michael Addition of Aromatic Ketones to Nitroolefins Catalyzed by Simple Chiral Bifunctional Primary Amine-Thioureas

Author(s): Liangliang Wang, Xiaoying Xu, Jun Huang, Lin Peng, Qingchun Huang, Lixin Wang.

Journal Name:Letters in Organic Chemistry

Volume 7 , Issue 5 , 2010

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.

Keywords: Organocatalyst, Michael addition, aromatic ketones, nitroolefins, primary-amine thiourea

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Article Details

VOLUME: 7
ISSUE: 5
Year: 2010
Page: [367 - 372]
Pages: 6
DOI: 10.2174/157017810791514652
Price: $58

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