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.
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页码：543 / 546
页数：4
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