SYNTHESIS OF DERIVATIVES OF C-19 AND C-21 DIALDOSES

被引：16

作者：

JAROSZ, S

机构：

[1] Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warszawa

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(00)78367-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-12-monosaccharide derivative 2 (obtained from C-12-dialdose 1 in 49% overall yield) was used as the starring material for the preparation of C-19- and C-21-monosaccharide derivatives. Coupling of aldehyde 3 (prepared from the parent alcohol 2) with the sugar derived phosphonates 8, 9, and 10 afforded the C-21- (11 and 12 respectively) and C-19- (13) monosaccharide derivatives. Aldehyde 3 reacted with phosphorane 7 and 14 under high pressure (13 kbarr) to afford C-21- and C-19-trans higher sugar enones II and 13. No reaction between aldehyde 3 and Wittig-type reagents (7 and 14) was observed under atmospheric pressure.

引用

页码：7655 / 7658

页数：4

共 27 条

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