A GENERAL STEREOCONTROLLED STRATEGY FOR THE HETEROYOHIMBINE ALKALOIDS - THE TOTAL SYNTHESIS OF (-)-AJMALICINE AND (+)-19-EPIAJMALICINE

被引：21

作者：

HANESSIAN, S

FAUCHER, AM

机构：

[1] Department of Chemistry, Université de Montréal, Montréal, Québec

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 09期

关键词：

D O I：

10.1021/jo00009a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general approach is described for the total synthesis of enantiomerically pure 3-alpha-heteroyohimbine alkaloids based on the utilization of D-glucose as a chiral template for ring E. 19-Epiajmalicine was thus prepared from alpha-D-glucose pentaacetate in 23 steps (2.5% overall yield), averaging 85% yield per step.

引用

页码：2947 / 2949

页数：3

共 50 条

[1] HETEROYOHIMBINE ALKALOIDS - STEREOSPECIFIC CONVERSION OF AJMALICINE INTO 19-EPIAJMALICINE
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