TOTAL SYNTHESIS OF THE TRIQUINANE MARINE SESQUITERPENE (PLUS-OR-MINUS)DELTA(9(12)) CAPNELLENE USING A PALLADIUM-CATALYZED BIS-CYCLIZATION STEP

被引：76

作者：

BALME, G

BOUYSSI, D

机构：

[1] Laboratoire de Chimie Organique 1, associé au CNRS, Université Claude Bernard, 69622 Villeurbanne, 43 Bd du

来源：

TETRAHEDRON | 1994年 / 50卷 / 02期

关键词：

D O I：

10.1016/S0040-4020(01)80763-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Details of a novel palladium catalyzed cyclization approach to linear condensed cyclopentanoids are reported. The mechanism of this reaction which involves a delta-ethylenic (or delta-acetylenic) carbon nucleophile and an unsaturated halide is a ''Wacker type process'' i.e, an attack,by the nucleophile onto the unsaturation electrophilically activated by an organopalladium(II) species. In this paper, we will show the intramolecular version of this reaction which then leads to the tricyclic framework of the sesquiterpene (+/-)Delta(9(12)) capnellene, the total synthesis of which is described.

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页码：403 / 414

页数：12

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