Synthesis of pyranoid and furanoid glycals from glycosyl sulfoxides by treatment with organolithium reagents

被引：22

作者：

Gomez, Ana M. ^{[1
]}

Casillas, Marta ^{[1
]}

Barrio, Aitor ^{[1
]}

Gawel, Anna ^{[1
]}

Lopez, J. Cristobal ^{[1
]}

机构：

[1] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 23期

关键词：

glycosyl sulfoxides; organolithium reagents; pyranoid glycals; furanoid glycals; sulfoxide ligand exchange;

D O I：

10.1002/ejoc.200800318

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Glycosyl sulfoxides can be conveniently transformed into pyranoid or furanoid glycals by treatment with organolithium reagents. The more likely reaction pathway involves a sulfoxide/metal exchange reaction to generate a glycosyllithium derivative that undergoes beta-elimination of its C-2 substituent. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

引用

页码：3933 / 3942

页数：10

共 49 条

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