First enantiospecific synthesis of the antitumor marine sponge metabolite (-)-15-oxopuupehenol from (-)-sclareol

被引：60

作者：

Alvarez-Manzaneda, EJ ^{[1
]}

Chahboun, R

Pérez, IB

Cabrera, E

Alvarez, E

Alvarez-Manzaneda, R

机构：

[1] Univ Almeria, Fac Ciencias, Dept Quim Organ, Almeria 04120, Spain

[2] Univ Granada, Fac Ciencias, Inst Biotecnol, Dept Quim Organ, E-18071 Granada, Spain

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 08期

关键词：

D O I：

10.1021/ol047332j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A new route toward puupehenone-related bioactive metabolites from (-)-sclareol, based on the palladium(II)-mediated diastereoselective cyclization of a drimenylphenol, is described. Utilizing this, the first enantiospecific synthesis of the antitumor and antimalarial (-)-15-oxopuupehenol, together with improved syntheses of (+)-puupehenone, (+)-puupehedione, and (+)-15-cyanopuupehenone, were accomplished.

引用

页码：1477 / 1480

页数：4

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