Semi-orthogonality of 0-pentenyl and S-ethyl glycosides:: application for the oligosaccharide synthesis

被引：53

作者：

Demchenko, AV ^{[1
]}

De Meo, C ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem & Biochem, St Louis, MO 63121 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 49期

关键词：

chemoselectivity; glycosylation; novel synthetic strategy; glycosyl donors;

D O I：

10.1016/S0040-4039(02)02235-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel semi-orthogonal glycosylation strategy with the use of 0-pentenyl and thioglycosides has been developed. According to this technique both armed and disarmed thioglycosides can be selectively activated with MeOTf in the presence of either armed or disarmed 0-pentenyl glycosides. The applicability of this novel strategy for the synthesis of a trans-cis glycosylation pattern, not accessible via conventional armed-disarmed approach, has been demonstrated for the synthesis of a linear tetrasaccharide derivative. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：8819 / 8822

页数：4

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