REACTION OF SUGAR THIOCYANATES WITH GRIGNARD-REAGENTS - NEW SYNTHESIS OF THIOGLYCOSIDES

被引：49

作者：

PAKULSKI, Z ^{[1
]}

PIEROZYNSKI, D ^{[1
]}

ZAMOJSKI, A ^{[1
]}

机构：

[1] POLISH ACAD SCI, INST ORGAN CHEM, PL-01224 WARSAW, POLAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 09期

关键词：

D O I：

10.1016/S0040-4020(01)87009-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

Glycosyl thiocyanates having hydroxyl groups protected with acetyl or benzoyl groups react readily at -40 degrees C with Grignard reagents to afford the corresponding alkyl or aryl thioglycosides in good yields. Monosaccharide derivatives having the SCN grouping at other positions form under similar conditions thioethers. Axial thiocyanates do nor react. Elevated temperatures induce side reactions leading to mercaptans.

引用

页码：2975 / 2992

页数：18

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