PREPARATION OF (-)-GUAIA-1(10),11-DIEN-15,2-OLIDE AND (-)-2-ALPHA-HYDROXYGUAIA-1(10),11-DIEN-15-OIC ACID, FRAGRANT SESQUITERPENES IN AGARWOOD (AQUILARIA-AGALLOCHA ROXB)

被引：22

作者：

ISHIHARA, M ^{[1
]}

MASATSUGU, Y ^{[1
]}

UNEYAMA, K ^{[1
]}

机构：

[1] OKAYAMA UNIV,FAC ENGN,DEPT APPL CHEM,OKAYAMA 700,JAPAN

来源：

TETRAHEDRON | 1992年 / 48卷 / 47期

关键词：

(-)-GUAIA-1(10),11-DIEN-15,2-OLIDE; (-)-2-ALPHA-HYDROXYGUAIA-1(10); 11-DIEN-15-OIC ACID; AGARWOOD; ABSOLUTE CONFIGURATION; SYNTHESIS;

D O I：

10.1016/S0040-4020(01)88332-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The fragrant sesquiterpene (-)-guaia-1(10),11-dien-15,2-olide (8), isolated from agarwood (Aquilaria agallocha Roxb.), was synthesized starting from (-)-1,10-expoxybulnesene, which is readily available from alpha-bulnesene in patchouli oil. The absolute configuration of the natural 8 was established by direct comparison of its optical rotation with that of the synthesized 8. It was found that (-)-2alpha-hydroxyguaia-1(10),11-dien-15-oic acid (9), a synthetic intermediate of 8, also occurs in agarwood.

引用

页码：10265 / 10276

页数：12

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