INVESTIGATION OF THE REGIOSELECTIVITY OF SOME ESTERIFICATIONS INVOLVING METHYL 4,6-O-BENZYLIDENE D-PYRANOSIDES AND PSEUDOMONAS-FLUORESCENS LIPASE

被引:13
作者
IACAZIO, G
ROBERTS, SM
机构
[1] Department of Chemistry, University of Exeter, Exeter, Devon EX4 4QD, Stocker Road
[2] ENSSPICAM, 13397, Marseille, Cedex 13, Av. Escadrille Normandie-Niemen
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 10期
关键词
D O I
10.1039/p19930001099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using Pseudomonas fluorescens lipase in vinyl acetate, the methyl 4,6-O-benzylidene-alpha-D-pyranosides 1 and 6-8 have been esterified with very high selectivity to afford the C-2 acetates 3 and 10-12, respectively. In contrast the methyl 4,6-O-benzylidene-beta-D-pyranosides 2 and 9 are acetylated under the same conditions to give the C-3 esters 5 and 13 with high/exquisite regioselectivity.
引用
收藏
页码:1099 / 1101
页数:3
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