Asymmetric Activation of  tropos  2,2′‐Biphenol with Cinchonine Generates an Effective Catalyst for the Asymmetric Strecker Reaction of  N ‐Tosyl‐Protected Aldimines and Ketoimines | Zendy

Wang Jun | Zendy; Hu Xiaolei | Zendy; Jiang Jun | Zendy; Gou Shaohua | Zendy; Huang Xiao | Zendy; Liu Xiaohua | Zendy; Feng Xiaoming | Zendy

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Asymmetric Activation of tropos 2,2′‐Biphenol with Cinchonine Generates an Effective Catalyst for the Asymmetric Strecker Reaction of N ‐Tosyl‐Protected Aldimines and Ketoimines

Author(s) -

Wang Jun,

Hu Xiaolei,

Jiang Jun,

Gou Shaohua,

Huang Xiao,

Liu Xiaohua,

Feng Xiaoming

Publication year - 2007

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.200703188

Subject(s) - aldimine , chemistry , strecker amino acid synthesis , catalysis , enantioselective synthesis , cinchonine , aryl , organic chemistry , alkyl , medicinal chemistry , combinatorial chemistry , stereochemistry

Tropo' bello! Asymmetric activation of tropos biphenol 1 and Ti(O i Pr) 4 with cinchonine 2 generates a remarkably effective catalyst in situ for the asymmetric Strecker reaction of N ‐tosyl (Ts) imines under mild conditions. Various substrates including aldimines, aryl alkyl ketoimines, and unsymmetrical diaryl ketoimines were investigated, and most of them exhibited high enantioselectivities (up to 99 % ee ) as well as high reactivities.

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