Asymmetric Organocatalytic Cascade Michael/Michael/Henry Reaction Sequence: Control of All Stereocenters in One Cyclohexane Skeleton | Zendy

Mao Zhifeng | Zendy; Jia Yaomei | Zendy; Xu Zhaoqing | Zendy; Wang Rui | Zendy

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Asymmetric Organocatalytic Cascade Michael/Michael/Henry Reaction Sequence: Control of All Stereocenters in One Cyclohexane Skeleton

Author(s) -

Mao Zhifeng,

Jia Yaomei,

Xu Zhaoqing,

Wang Rui

Publication year - 2012

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201200008

Subject(s) - michael reaction , stereocenter , chemistry , enantioselective synthesis , cascade , thiourea , nitroaldol reaction , cyclohexane , organocatalysis , cascade reaction , squaramide , organic chemistry , yield (engineering) , catalysis , chromatography , materials science , metallurgy

The highly diastereo‐ and enantioselective relay cascade Michael/Michael/Henry reaction catalyzed by combination of readily available diphenylprolinol silyl ether and the quinine thiourea in a one‐pot fashion has been developed. Up to 70% yield and up to >99% enantioselectivity of the single major isomer were obtained from the cascade reactions.

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