Diphenylprolinol Silyl Ethers as Efficient Organocatalysts for the Asymmetric Michael Reaction of Aldehydes and Nitroalkenes | Zendy

Hayashi Yujiro | Zendy; Gotoh Hiroaki | Zendy; Hayashi Takaaki | Zendy; Shoji Mitsuru | Zendy

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Diphenylprolinol Silyl Ethers as Efficient Organocatalysts for the Asymmetric Michael Reaction of Aldehydes and Nitroalkenes

Author(s) -

Hayashi Yujiro,

Gotoh Hiroaki,

Hayashi Takaaki,

Shoji Mitsuru

Publication year - 2005

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.200500599

Subject(s) - silylation , yield (engineering) , michael reaction , trimethylsilyl , chemistry , silyl ether , organic chemistry , ether , catalysis , organocatalysis , enantioselective synthesis , materials science , metallurgy

The direct, catalytic, asymmetric Michael addition of aldehydes to nitroolefins in the presence of a chiral diphenylprolinol silyl ether organocatalyst is described (see scheme). The desired 1,4‐addition products were obtained in nearly optically pure form in good yield with high syn diastereoselectivity. TMS=trimethylsilyl.

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