ENZYMATIC PREPARATION OF OPTICALLY-ACTIVE ALPHA-HYDROXY AND BETA-HYDROXY CARBOXYLIC-ACID DERIVATIVES

被引:26
作者
KANERVA, LT
SUNDHOLM, O
机构
来源
ACTA CHEMICA SCANDINAVICA | 1993年 / 47卷 / 08期
关键词
D O I
10.3891/acta.chem.scand.47-0823
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The lipase PS-catalysed resolutions of mandelonitrile (1) and methyl and ethyl hydroxy carboxylates 2 5 have been performed using (PrCO)2O, PrCO2CH=CH2 and PrCO2CH2CF3 as achiral reagents in THF and toluene. High enantioselectivity (e.e. close to 100%) was observed, especially when butyric anhydride was used as an acylating reagent for the secondary HO group of 2-5. The acylation using PrCO2CH2CF3 was impractical owing to the slow reaction rate. In the acylation of 1 enantioselectivity was only moderate.
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页码:823 / 825
页数:3
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