Synthesis of enantiopure C-glycosides and pseudo C-glycosides:: Lewis-acid mediated heterolysis of methyl acetals

被引：24

作者：

Gaertzen, O ^{[1
]}

Misske, AM ^{[1
]}

Wolbers, P ^{[1
]}

Hoffmann, HMR ^{[1
]}

机构：

[1] Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 35期

关键词：

C-glycosides; asymmetric synthesis; glycoheptopyranuronic acids; natural product synthesis;

D O I：

10.1016/S0040-4039(99)01224-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lewis-acid mediated heterolysis of substituted methoxy acetals derived from anomeric [3.3.1] oxabicyclic lactones leads to enantiopure deoxy C-glycosides in excellent chemical yield. An alternative route to C-glycosidic esters involves simple one-step opening of [3.3.1] oxabicyclic lactones with in situ esterification. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：6359 / 6363

页数：5

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