Asymmetric Catalytic 1,6-Conjugate Addition/Aromatization of para-Quinone Methides: Enantioselective Introduction of Functionalized Diarylmethine Stereogenic Centers

It′s just a phase: The title reaction sequence of para‐quinone methides (p‐QMs) has been developed with malonates under phase‐transfer catalysis. The reaction also offers an alternative route to asymmetric construction of diarylmethine stereocenters in excellent enantioselectivities and high yields....

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-08, Vol.52 (35), p.9229-9233
Main Authors: Chu, Wen-Dao, Zhang, Le-Fen, Bao, Xu, Zhao, Xian-He, Zeng, Chao, Du, Ji-Yuan, Zhang, Guo-Biao, Wang, Fang-Xin, Ma, Xiao-Yan, Fan, Chun-An
Format: Article
Language:English
Subjects:
Alkanes - chemical synthesis
Alkanes - chemistry
arenes
asymmetric catalysis
Catalysis
Cinchona Alkaloids - chemistry
enantioselectivity
Indolequinones - chemistry
Molecular Structure
phase-transfer catalysis
Quaternary Ammonium Compounds - chemistry
quinone methides
Stereoisomerism
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Summary:It′s just a phase: The title reaction sequence of para‐quinone methides (p‐QMs) has been developed with malonates under phase‐transfer catalysis. The reaction also offers an alternative route to asymmetric construction of diarylmethine stereocenters in excellent enantioselectivities and high yields.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201303928