Enantioselective annulation using Nazarov reagent:: Synthesis of (+)-preoleanatetraene

被引：11

作者：

Barrero, AF

Arseniyadis, S

del Moral, JFQ

Herrador, MM

Rosellón, A

机构：

[1] Univ Granada, Inst Biotechnol, Dept Organ Chem, E-18071 Granada, Spain

[2] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

SYNLETT | 2005年 / 05期

关键词：

preoleanatetraene; annulation; asymmetric synthesis; terpenoids; natural products; total synthesis;

D O I：

10.1055/s-2005-864798

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantioselective synthesis of preoleanatetraene (1) has been accomplished via a convergent approach of two C-15 synthons. The key step of this synthesis has been an interesting enantioselective variant of the Robinson annulation using the Nazarov reagent and a chiral enamine to obtain the bicyclic moiety A. This asymmetric methodology opens the access to other irregular triterpene skeletons whose biogenetic implication should not be underestimated.

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收藏

页码：789 / 792

页数：4

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