Abstract
Enantioselective conjugate addition of benzotriazole to α,β-enones catalyzed by prolinol derivatives with moderate yields and enantioselectivities was reported. Studies of stereoelectronic effects of the catalyst showed that the transition state could be of a hydrogen bonding activation mode, and fine tuning of the substituents on the aryl moiety of the catalyst is important for the reaction stereoselectivities.
Keywords: Organocatalysis, conjugate addition, diarylprolinols, enones, asymmetric, benzotriazole
Letters in Organic Chemistry
Title: Enantioselective Conjugate Addition of N-Heterocycles to α,β-Enones Mediated by Diarylprolinols
Volume: 6 Issue: 5
Author(s): Ling Fang, Aijun Lin, Xuefeng Jia, Jie Meng, Yangnian Wang and Chengjian Zhu
Affiliation:
Keywords: Organocatalysis, conjugate addition, diarylprolinols, enones, asymmetric, benzotriazole
Abstract: Enantioselective conjugate addition of benzotriazole to α,β-enones catalyzed by prolinol derivatives with moderate yields and enantioselectivities was reported. Studies of stereoelectronic effects of the catalyst showed that the transition state could be of a hydrogen bonding activation mode, and fine tuning of the substituents on the aryl moiety of the catalyst is important for the reaction stereoselectivities.
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Cite this article as:
Fang Ling, Lin Aijun, Jia Xuefeng, Meng Jie, Wang Yangnian and Zhu Chengjian, Enantioselective Conjugate Addition of N-Heterocycles to α,β-Enones Mediated by Diarylprolinols, Letters in Organic Chemistry 2009; 6 (5) . https://dx.doi.org/10.2174/157017809788681248
DOI https://dx.doi.org/10.2174/157017809788681248 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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