Improvement of the chemoenzymatic synthesis of both enantiomers of keto-protected 4-amino-2-pentanone

被引:7
作者
Besse, P [1 ]
Ciblat, S
Canet, JL
Troin, Y
Veschambre, H
机构
[1] Univ Clermont Ferrand 2, CNRS, UMR 6504, Lab Synthese Electrosynthese & Etud Syst Interet, F-63177 Clermont Ferrand, France
[2] Ecole Natl Super Chim Clermont Ferrand, Lab Chim Heterocycles & Glucides, EA 987, F-63174 Aubiere, France
关键词
D O I
10.1016/S0957-4166(00)00167-1
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An improved enantioselective synthesis (five steps, 37-44% yield versus seven to 10 steps, 13.5 and 12% yield, respectively) of both enantiomers of keto-protected 4-amino-2-pentanone has been realized, the key step being the microbiological reduction of 2,4-pentanedione. This study shows that microbiological reductions of the mono acetal-protected 2,4-pentanedione afforded in most cases the corresponding ketol with moderate to excellent enantiomeric excesses, depending on the microorganism used. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2211 / 2219
页数:9
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