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Dynamic Double Kinetic Resolution of Amines and Alcohols under the Cocatalysis of Raney Nickel/ Candida antarctica Lipase B: From Concept to Application
Author(s) -
Xia Bo,
Cheng Guilin,
Lin Xianfu,
Wu Qi
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201400042
Subject(s) - candida antarctica , chemistry , kinetic resolution , raney nickel , catalysis , lipase , organic chemistry , nickel , primary (astronomy) , combinatorial chemistry , enzyme , enantioselective synthesis , physics , astronomy
Abstract Herein, we have established a dynamic double kinetic resolution (DDKR) strategy under the co‐catalysis of Raney nickel and Candida antarctica lipase B (CAL‐B) for the one‐pot simultaneous resolution of primary amines and secondary alcohols (or esters). The DDKR strategy was successfully applied to the resolution of a series of racemic amines and secondary alcohols (or esters) as well as mexiletine, an important antiarrhythmic agent. The catalysts could be recycled and reused several times with the same high activity. Scale‐up experiments were also successful. As a more atom‐economical and efficient process than traditional simple kinetic resolutions, the DDKR strategy can be widely used to prepare optically pure amines and alcohols.