REACTION OF MONOSACCHARIDE DERIVATIVES WITH STABILIZED SULFUR YLIDES - A HIGHLY STEREOSELECTIVE SYNTHESIS FOR C-GLYCOFURANOSIDES

被引：25

作者：

VALPUESTA, M

DURANTE, P

LOPEZHERRERA, FJ

机构：

[1] Departamento de Bioquímica, Biología Molecular y Química Orgánica. Facultad

来源：

TETRAHEDRON | 1993年 / 49卷 / 42期

关键词：

D O I：

10.1016/S0040-4020(01)80224-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereoselectivity in the formation of glycidic amides by reaction of various aldehydo- and keto-sugars [(1), (4), (6), (8), (10) and (12)] with N,N-dimethyl-2-(dimethylsulfuranylidene)acetamide (2) was studied. The reaction with derivatives of reducing cyclohemiacetalic monosaccharides (14) and (21), gives to alpha-C-glycofuranosyl-2(S)-hydroxyacetamides with a higher yield and stereoselectivity.

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页码：9547 / 9560

页数：14

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