Tin-mediated equilibration of the benzoate esters of methyl 4,6-O-benzylidene-α-D-glucopyranoside

被引：12

作者：

Bredenkamp, MW ^{[1
]}

Spies, HSC ^{[1
]}

机构：

[1] Univ Stellenbosch, Dept Chem, ZA-7602 Matieland, South Africa

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 04期

关键词：

acylation; carbohydrates; NMR; tin compounds;

D O I：

10.1016/S0040-4039(99)02115-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selective dibutyltin oxide-mediated benzoylation of methyl 4,6-O-benzylidene-alpha-D-glucopyranoside at position 2 is not a post-acylation phenomenon as is the case with the equivalent benzoylation of phenylethyleneglycol. H-1 NMR temperature studies have shown that such equilibration occurs only above 85 degrees C in toluene-d(8) for the glucopyranoside. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：543 / 546

页数：4

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