Resolution of 2-aryloxy-1-propanols via lipase-catalyzed enantioselective acylation in organic media

被引:14
作者
Miyazawa, T [1 ]
Yukawa, T
Koshiba, T
Sakamoto, H
Ueji, S
Yanagihara, R
Yamada, T
机构
[1] Konan Univ, Fac Sci & Engn, Dept Chem, Higashinada Ku, Kobe, Hyogo 6588501, Japan
[2] Kobe Univ, Fac Human Dev & Sci, Div Nat Environm & Bioorgan Chem, Nada Ku, Kobe, Hyogo 6578501, Japan
关键词
D O I
10.1016/S0957-4166(01)00258-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
2-Aryloxy-1-propanols, primary alcohols with an oxygyen atom at the stereocenter. were resolved with good to high enantioselectivity by acylation with vinyl butanoate mediated by Pseudomonas sp. lipase in di-iso-propyl ether. Potential factors affecting the enantioselectivity of the enzymatic acylation were examined: solvents. acyl donors mid temperature, Using this enantioselective acylation procedure. enantiomeriocally pure (R)-2-(4-chlorophenoxy)-1-propanol was prepared on a grain scale. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1595 / 1602
页数:8
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