Stereocontrolled total synthesis of (+/-)-gelsemine

被引：21

作者：

Fukuyama, T ^{[1
]}

Liu, G ^{[1
]}

机构：

[1] RICE UNIV,DEPT CHEM,HOUSTON,TX 77005

来源：

PURE AND APPLIED CHEMISTRY | 1997年 / 69卷 / 03期

关键词：

D O I：

10.1351/pac199769030501

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stereocontrolled total synthesis of gelsemine (1) via 21-oxogelsemine (2) is reported. Our total synthesis features a stereoselective condensation of cyclopropyl carboxaldehyde 11 and 4-iodo-oxindole, a facile construction of the bicyclo[3.2.1] intermediate 20 with a complete control of the stereochemistry by means of a novel application of divinylcyclopropane-cycloheptadiene rearrangement, and an unprecedented silver ion-mediated lactam formation between carbamoyl chloride and enecarbamate.

引用

页码：501 / 505

页数：5

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