Dynamic kinetic resolution of γ-hydroxy acid derivatives

被引:46
作者
Runmo, ABL
Pàmies, O
Faber, K
Bäckvall, JE [1 ]
机构
[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
[2] Graz Univ, Dept Organ & Bioorgan Chem, A-8010 Graz, Austria
关键词
D O I
10.1016/S0040-4039(02)00418-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enzymatic resolution and dynamic kinetic resolution of gamma-hydroxy acid derivatives 1 have been investigated. Efficient kinetic resolution was obtained using Pseudomonas cepacia lipase in toluene (E value similar to400). The combination of enzymatic kinetic resolution with a ruthenium-catalyzed racemization resulted in an efficient dynamic kinetic resolution. The use of a hydrogen source to depress ketone formation in the dynamic kinetic resolution yields the corresponding acetates in good yield (up to 93%) and enantioselectivity (up to 99%). (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2983 / 2986
页数:4
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