AN UNEXPECTED SIALYLATION - TOTAL SYNTHESES OF G(M4) AND A POSITIONAL ISOMER

被引：45

作者：

GERVAY, J ^{[1
]}

PETERSON, JM ^{[1
]}

ORIYAMA, T ^{[1
]}

DANISHEFSKY, SJ ^{[1
]}

机构：

[1] YALE UNIV,STERLING CHEM LAB,NEW HAVEN,CT 06525

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 20期

关键词：

D O I：

10.1021/jo00072a031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of glycals 3 and 4 as precursors to 1,2-anhydrosugars greatly simplifies the installation of a beta-linked ceramide glycoside. By permuting the introduction of the ceramide and the sialic acid, one can access the ganglioside G(M4) (1) and, by an unexpected regioselective glycosylation, its NeuAc (2-->2) Gal positional isomer 10.

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页码：5465 / 5468

页数：4

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