APPLICATION OF WITTIG REACTION TO SYNTHESIS OF 3-DEOXY-D-MANNO-OCTULOSONIC ACID

被引：21

作者：

KOCHETKOV, NK

DMITRIEV, BA

BACKINOWSKY, LV

机构：

[1] N.D. Zelinsky Institute of Organic Chemistry, Moscow

来源：

CARBOHYDRATE RESEARCH | 1969年 / 11卷 / 02期

关键词：

D O I：

10.1016/S0008-6215(00)80074-9

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：

A synthesis of the naturally occurring 3-deoxy-d-manno-octulosonic acid by the Wittig reaction is described. Condensation of tetra-O-acetyl-aldehydo-d-arabinose with (tert-butoxyoxalyl)methylenetriphenylphosphorane leads to an unsaturated acid (2), which, with aniline hydrochloride in the presence of N-benzylideneaniline, affords the epimeric enaminolactones 3. The enaminolactone 3a having the d-manno configuration was converted into 3-deoxy-d-manno-octulosonic acid. The g.l.c. properties of derivatives of 3-deoxyoctulosonic acids are discussed. © 1969.

引用

页码：193 / +

页数：1

共 12 条

[1] PREPARATION OF N-ACETYLNEURAMINIC ACID FROM N-ACETYL-D-MANNOSAMINE [J].