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
Letters in Organic Chemistry
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:
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.
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Cite this article as:
Wang Liangliang, Xu Xiaoying, Huang Jun, Peng Lin, Huang Qingchun and Wang Lixin, Asymmetric Michael Addition of Aromatic Ketones to Nitroolefins Catalyzed by Simple Chiral Bifunctional Primary Amine-Thioureas, Letters in Organic Chemistry 2010; 7 (5) . https://dx.doi.org/10.2174/157017810791514652
DOI https://dx.doi.org/10.2174/157017810791514652 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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