STEREOSELECTIVE SYNTHESIS OF N-(ALPHA-RIBOFURANOSYL AND BETA-RIBOFURANOSYL)-FORMAMIDES AND RELATED GLYCOSYL FORMAMIDES - PRECURSORS FOR SUGAR ISOCYANIDES

被引：5

作者：

EWING, DF

HIEBL, J

HUMBLE, RW

MACKENZIE, G

RAYNOR, A

ZBIRAL, E

机构：

[1] HUMBERSIDE UNIV,KINGSTON HULL HU6 7RT,ENGLAND

[2] UNIV VIENNA,INST ORGAN CHEM,A-1090 VIENNA,AUSTRIA

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1993年 / 12卷 / 07期

基金：

英国医学研究理事会;

关键词：

D O I：

10.1080/07328309308020106

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Efficient stereospecific N-formylation of ribosylamine has been achieved, affording the alpha-anomer directly (by reaction with formic-acetic anhydride) and the beta-anomer via the corresponding formamidine derivative (by reaction with dimethylformamide dimethyl acetal). Dehydration of the alpha-anomer gave the corresponding isocyanide without compromising the anomeric purity. The amidine route was extended to give the N-formyl derivatives of alpha-xylosylamine and alpha-arabinosylamine.

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收藏

页码：923 / 932

页数：10

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