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
收藏
页码：501 / 505
页数：5
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