Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters | Zendy

Yu JinSheng | Zendy; Liao FuMin | Zendy; Gao WeiMing | Zendy; Liao Kui | Zendy; Zuo RunLin | Zendy; Zhou Jian | Zendy

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Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters

Author(s) -

Yu JinSheng,

Liao FuMin,

Gao WeiMing,

Liao Kui,

Zuo RunLin,

Zhou Jian

Publication year - 2015

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201501747

Subject(s) - stereocenter , silylation , enol , amine gas treating , chemistry , catalysis , quaternary carbon , organic chemistry , michael reaction , carbon fibers , tertiary amine , enantioselective synthesis , materials science , composite number , composite material

A chiral secondary amine phosphoramide was developed and identified as a powerful catalyst for the Mukaiyama–Michael addition of fluorinated enol silyl ethers to tetrasubstituted olefins. The resulting products are obtained with high enantioselectivities and contain a quaternary carbon stereocenter bearing either a difluoroalkyl or monofluoroalkyl group.

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