Tetrahedron: Asymmetry

Chemoenzymatic synthesis of boron-containing chiral amines and amides

LH Andrade, T Barcellos, CG Santiago

Index: Andrade, Leandro H.; Barcellos, Thiago; Santiago, Carolina G. Tetrahedron Asymmetry, 2010 , vol. 21, # 19 p. 2419 - 2424

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Citation Number: 15

Abstract

The first application of lipases as catalysts to obtain optically active boron-containing amines and amides is described. We studied several reaction conditions to achieve the kinetic resolution of boron-containing amines via enantioselective acylation mediated by Candida antarctica lipase B (CAL-B). Excellent enantioselectivity (E> 200) and high enantiomeric excess (up to> 99%) of both the remaining amines and amides were obtained.

~88%

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