Enantiospecific synthesis of (+)- and (-)-trachelanthic acids via asymmetric dihydroxylation and their conversion to the pyrrolizidine alkaloids indicine and intermedine

被引：12

作者：

Nambu, M ^{[1
]}

White, JD ^{[1
]}

机构：

[1] OREGON STATE UNIV,DEPT CHEM,CORVALLIS,OR 97331

来源：

CHEMICAL COMMUNICATIONS | 1996年 / 14期

关键词：

D O I：

10.1039/cc9960001619

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric dihydroxylation of (E)-ethyl 2-isopropylbut-2-enoate with AD-mix-alpha and AD-mix-beta, followed by saponification, gives (-)- and (+)-trachelanthic acids, respectively, which are each coupled via their acetonides with (+)-retronecine to yield the pyrrolizidine alkaloids indicine and intermedine.

引用

页码：1619 / 1620

页数：2

共 19 条

[1]

COOK BA, 1982, CANCER, V52, P61

[2] THE ALKALOIDS OF HELIOTROPIUM-EUROPAEUM L .2. ISOLATION AND STRUCTURES OF THE 3RD MAJOR ALKALOID AND 2 MINOR ALKALOIDS, AND ISOLATION OF THE PRINCIPAL N-OXIDES [J].