ANHYDRIDES AS ACYLATING AGENTS IN LIPASE-CATALYZED STEREOSELECTIVE ESTERIFICATION OF RACEMIC ALCOHOLS

ANHYDRIDES AS ACYLATING AGENTS IN LIPASE-CATALYZED STEREOSELECTIVE ESTERIFICATION OF RACEMIC ALCOHOLS
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DOI:
10.1021/jo00258a024
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发表时间:
1988-11-11
影响因子:
3.6
通讯作者:
BATTISTEL, E
BATTISTEL, E
中科院分区:
化学2区
文献类型:
--
作者:
BIANCHI, D;CESTI, P;BATTISTEL, E

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报道了一种从消旋体中拆分光学活性醇的新酶法。它涉及在有机溶剂中用乙酸酐、丙酸酐或丁酸酐作为酰化剂的脂肪酶催化的酯化反应。脂肪酶Amano P,从荧光假单胞菌,吸附在硅藻土577,被用作立体选择性催化剂。在这些反应条件下,酶不被酸酐化学修饰。通过这种方法已经获得了许多高光学纯度的伯醇和仲醇。
A new enzymatic method for the resolution of optically active alcohols from racemate is reported. It involves lipase-catalyzed esterification in organic solvents, with acetic, propionic, or butyric anhydrides as acylating agents. Lipase Amano P, from Pseudomonas fluorescens, adsorbed on Celite 577, was employed as stereoselective catalyst. Under these reaction conditions, the enzyme is not chemically modified by the anhydrides. A number of primary and secondary alcohols have been obtained in high optical purity by this procedure.