Enantioselective Conjugate Addition of N-Heterocycles to α,β-Enones Mediated by Diarylprolinols

Author(s): Ling Fang, Aijun Lin, Xuefeng Jia, Jie Meng, Yangnian Wang, Chengjian Zhu.

Journal Name: Letters in Organic Chemistry

Volume 6 , Issue 5 , 2009

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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

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Article Details

VOLUME: 6
ISSUE: 5
Year: 2009
Page: [397 - 399]
Pages: 3
DOI: 10.2174/157017809788681248
Price: $58