SYNTHESIS OF THE DOLABELLANE DITERPENE HYDROCARBON (+/-)-DELTA-ARANEOSENE

被引：46

作者：

JENNY, L ^{[1
]}

BORSCHBERG, HJ ^{[1
]}

机构：

[1] ETH ZENTRUM,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1995年 / 78卷 / 03期

关键词：

D O I：

10.1002/hlca.19950780318

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The racemic form of the bicyclic diterpene hydrocarbon delta-araneosene (4), endowed with the dolabellane skeleton, was prepared from geraniol in two different ways. The more efficient route involved 13 steps and proceeded with an overall yield of 3.6% (average: 77% per step). with this reference sample at hand, the hitherto elusive metabolite (-)-4, a likely biogenetic precursor of cycloaraneosene ((-)-3) and sordaricin ((-)-1), could finally be isolated in greater than or equal to 99.5% purity from the neutral fractions of the mold Sordaria araneosa CAIN (Ascomycetes).

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页码：715 / 731

页数：17

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