REARRANGEMENT REACTIONS OF AROMADENDRANE DERIVATIVES - THE SYNTHESIS OF (+)-MAALIOL, STARTING FROM NATURAL (+)-AROMADENDRENE-IV

被引：26

作者：

GIJSEN, HJM ^{[1
]}

WIJNBERG, JBPA ^{[1
]}

VANRAVENSWAAY, C ^{[1
]}

DEGROOT, A ^{[1
]}

机构：

[1] AGR UNIV WAGENINGEN,ORGAN CHEM LAB,6703 HB WAGENINGEN,NETHERLANDS

来源：

TETRAHEDRON | 1994年 / 50卷 / 16期

关键词：

SESQUITERPENE; HYDROAZULENE; HYDRONAPHTHALENE; MAALIANE SYNTHESIS;

D O I：

10.1016/S0040-4020(01)85012-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from the hydroazulene alpha-ketol 6, which can easily be prepared from (+)-aromadendrene (1), two different routes to hydronaphthalene compounds with a maaliane skeleton have been developed, both proceeding in high overall yield. The first route leads to cis-fused maaliane derivatives; the second one offers access to trans-fused maaliane sesquiterpenes, as demonstrated in this paper in the synthesis of (+)-maaliol (5).

引用

页码：4733 / 4744

页数：12

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