Stereoselective synthesis of 2-deoxy-alpha-D-arabino-hexopyranosides of triterpene alcohols

被引：6
|
作者：
Baltina, LA [1 ]
Flekhter, OB [1 ]
Vasileva, EV [1 ]
Tolstikov, GA [1 ]
机构：
[1] RUSSIAN ACAD SCI,UFA SCI CTR,INST ORGAN CHEM,UFA 450054,RUSSIA
来源：
RUSSIAN CHEMICAL BULLETIN | 1996年 / 45卷 / 09期
关键词：
triterpene alcohols; 3,4,6-tri-O-acetyl-D-glucal; electrophilic glycosylation; N-iodosuccinimide; triterpene 2-deoxy-2-iodo-alpha-D-mannopyranosides and 2-deoxy-alpha-D-arabino-hexopyranosides;
D O I：
10.1007/BF01430746
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
2-Deoxy-2-iodo-alpha-D-mannopyranosides of triterpene alcohols of the oleanane series were synthesized in ca. 60% yields by glycosylation with readily accessible D-glucal triacetate in the presence of N-iodosuccinimide as the promotor. Their deiodination by catalytic hydrogenation followed by deacetylation yielded 2-deoxy-alpha-D-arabino-hexopyranosides of glycyrrhetic acid derivatives and allobetulin.
引用
收藏
页码：2222 / 2228
页数：7
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