SYNTHESIS OF MONOTERPENOIDS AND SESQUITERPENOIDS .18. STEREOCONTROLLED SYNTHESIS OF (-)-PREZIZANOL, (-)-PREZIZAENE, THEIR EPIMERS AND (-)-ALLOKHUSIOL

被引：16

作者：

SAKURAI, K ^{[1
]}

KITAHARA, T ^{[1
]}

MORI, K ^{[1
]}

机构：

[1] UNIV TOKYO,DEPT AGR CHEM,YAYOI 1-1-1,BUNKYO KU,TOKYO 113,JAPAN

来源：

TETRAHEDRON | 1990年 / 46卷 / 03期

关键词：

D O I：

10.1016/S0040-4020(01)81359-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(-)-Prezizanol (-)-1, (-)-prezizaene (-)-2, isolated from Eremophila georgei Diels, and their epimers, 5 and 6, were synthesized employing β-keto ester 7, readily available from (R)-(+)-pulegone, as a starting material. cis-Epimers, 5 and 6 were obtained with over 95 % stereoselectivity via reductive methylation of enone 22. The natural isomers, (-)-1 and (-)-2, were synthesized via hydroxy-directed hydrogenation of the corresponding allylic alcohol 40 with a homogeneous catalyst. © 1990.

引用

页码：761 / 774

页数：14

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