Chemoenzymatic synthesis of chiral 4-(N,N-dimethylamino)pyridine derivatives

被引:19
作者
Busto, E [1 ]
Gotor-Fernández, V [1 ]
Gotor, V [1 ]
机构
[1] Univ Oviedo, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
关键词
D O I
10.1016/j.tetasy.2005.09.006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral 4-(N,N-dimethylamino)pyridine derivatives have been prepared through a chemoenzymatic synthesis where the enzymatic kinetic resolution of a family of 4-chloro-2-(1-hydroxyalkyl)pyridines is the key step for the formation of potentially important chiral catalysts. Pseudomonas cepacia lipase (PSL) showed excellent enantioselectivity in the acylation of the (R)-enantiomers (E > 200) using vinyl acetate as acylating agent and THF as solvent, obtaining products and substrates enantiomerically pure and with excellent yields. (c) 2005 Published by Elsevier Ltd.
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收藏
页码:3427 / 3435
页数:9
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