Total synthesis of forskolin studies .3. Studies related to an asymmetric synthesis

被引：30

作者：

Calvo, D ^{[1
]}

Port, M ^{[1
]}

Delpech, B ^{[1
]}

Lett, R ^{[1
]}

机构：

[1] ROUSSEL UCLAF,CNRS,F-93235 ROMAINVILLE,FRANCE

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 07期

关键词：

D O I：

10.1016/0040-4039(95)02366-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A modification of the Corey CBS methodology for the asymmetric reduction of the dienone 3(A) affords the dienol 4(A) with an ee=98% (92% yield). The intramolecular Diels-Alder reaction of the derived tetrolate 7 yields the tricyclic lactone 8 (48-56%) with no significant loss of ee (less than 1%), thus demonstrating the feasibility of a total synthesis of forskolin in enantiomerically pure form according to our route. The present synthesis of the optically active lactone 8 (ee=98%) is the shortest and the most efficient.

引用

页码：1023 / 1024

页数：2

共 24 条

[1] A SHORT AND EFFICIENT ENANTIOSELECTIVE ROUTE TO A KEY INTERMEDIATE FOR THE TOTAL SYNTHESIS OF FORSKOLIN [J].