REACTIONS OF D-LYXOSE AND D-XYLOSE WITH 2-METHOXYPROPENE UNDER KINETIC CONDITIONS

被引：18

作者：

BARBAT, J ^{[1
]}

GELAS, J ^{[1
]}

HORTON, D ^{[1
]}

机构：

[1] OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210

来源：

CARBOHYDRATE RESEARCH | 1991年 / 219卷

关键词：

D O I：

10.1016/0008-6215(91)89046-I

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：

D-Lyxose (1) undergoes acetonation under kinetic conditions with 2-methoxypropene to give 2,3-O-isopropylidene-alpha-D-lyxofuranose (2) in high yield, further characterized as its 1,5-diacetate 3, thus affording a preparative route to 2. Forcing conditions are required to bring D-xylose (5) into reaction, leading to 39% of 3,5-O-isopropylidene-alpha,beta-D-xylofuranose (7, further characterized as its 1,2-diacetate 9), 33% of 1,2:3,5-di-O-isopropylidene-alpha-D-xylofuranose (6), and 20% of 2,3:4,5-di-O-isopropylidene-aldehydo-D-xylose (8, further characterized as its aldehydrol diacetate 10). The results are all readily rationalized within the framework of the general principles earlier advanced for kinetic acetonation of sugars.

引用

页码：115 / 121

页数：7

共 13 条

[1] THE COMPOSITION OF REDUCING SUGARS IN SOLUTION [J].