Migration of secondary tert-butyldimethylsilyl groups in cyclomalto-heptaose and -octaose derivatives

被引：42

作者：

Icheln, D

Gehrcke, B

Piprek, Y

Mischnick, P

Konig, WA

Dessoy, MA

Morel, AF

机构：

[1] UNIV HAMBURG,INST ORGAN CHEM,D-20146 HAMBURG,GERMANY

[2] UNIV FED SANTA MARIA,DEPT QUIM,BR-97100900 SANTA MARIA,RS,BRAZIL

来源：

CARBOHYDRATE RESEARCH | 1996年 / 280卷 / 02期

关键词：

migration of silyl groups; cyclomaltoheptaose (beta-cyclodextrin); cyclomalto-octaose (gamma-cyclodextrin);

D O I：

10.1016/0008-6215(95)00322-3

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：

When 2,6-di-O-tert-butyldimethylsilylated cyclomalto-oligosaccharides (cyclodextrins) are treated with allyl or methyl iodide and NaH in dry tetrahydrofuran, O-2 --> O-3 migration of the secondary 2-O-tert-butyldimethylsilyl. groups occurs, leading to 2-O-alk(en)yl-3,6-di-O-tert-butyidimethylsilyl-cyclodextrin derivatives. The detection and identification of the reaction step during which migration occurred is described and possible mechanisms of migration are discussed.

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收藏

页码：237 / 250

页数：14

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