Tetrahedron: asymmetry

Lipase-mediated resolution of 3-hydroxy-4-trityloxybutanenitrile: synthesis of 2-amino alcohols, oxazolidinones and GABOB

A Kamal, GBR Khanna, T Krishnaji, R Ramu

Index: Kamal, Ahmed; Khanna, G.B. Ramesh; Krishnaji; Ramu Tetrahedron Asymmetry, 2006 , vol. 17, # 8 p. 1281 - 1289

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Citation Number: 21

Abstract

Lipase-mediated kinetic resolution of 3-hydroxy-4-trityloxybutanenitrile gave the (S)-alcohol and (R)-acetate in good yields and high enantioselectivities. The resolution using Pseudomonas cepacia lipase (Burkholderia cepacia) immobilized on modified ceramic particles (PS-C) in diisopropyl ether gave the best results. The use of base additives in this transesterification drastically reduces the reaction time without effecting the yields or ...

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