Tetrahedron: Asymmetry

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

E Busto, V Gotor-Fernández, V Gotor

Index: Busto, Eduardo; Gotor-Fernandez, Vicente; Gotor, Vicente Tetrahedron Asymmetry, 2005 , vol. 16, # 20 p. 3427 - 3435

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Citation Number: 18

Abstract

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 ...