ENZYMATIC ESTERIFICATION AND DE-ESTERIFICATION OF CARBOHYDRATES - SYNTHESIS OF A NATURALLY-OCCURRING RHAMNOPYRANOSIDE OF P-HYDROXYBENZALDEHYDE AND A SYSTEMATIC INVESTIGATION OF LIPASE-CATALYZED ACYLATION OF SELECTED ARYLPYRANOSIDES

被引:51
作者
BASHIR, NB [1 ]
PHYTHIAN, SJ [1 ]
REASON, AJ [1 ]
ROBERTS, SM [1 ]
机构
[1] WELLCOME FDN LTD,DARTFORD DA1 5AH,KENT,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1995年 / 18期
关键词
D O I
10.1039/p19950002203
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regiocontrolled esterification and de-esterification of mono- and di-saccharides is reviewed. New results involving the enzyme-catalysed regioselective acylation of ribo-110, arabino-112, 119, xylo-111, and rhamnopyranosides 116, 118 (as well as two arylpyranosides 125 and 136), are reported. This methodology is then applied to the total synthesis of the naturally occurring rhamnopyranoside 4-(4-O-acetyl-alpha-L-rhamnosyloxy)benzaldehyde 122.
引用
收藏
页码:2203 / 2222
页数:20
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