SYNTHESIS OF OPTICALLY-ACTIVE METHYLCYCLOPENTANOIDS - INTERMEDIATES FOR THE ASSEMBLY OF COMPLEX DITERPENOIDS

被引：16

作者：

BECICKA, BT ^{[1
]}

KOERWITZ, FL ^{[1
]}

DRTINA, GJ ^{[1
]}

BAENZIGER, NC ^{[1
]}

WIEMER, DF ^{[1
]}

机构：

[1] UNIV IOWA,DEPT CHEM,IOWA CITY,IA 52242

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 21期

关键词：

D O I：

10.1021/jo00308a020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A large number of diterpenoids can be classified as 4-methylcyclopentanoid derivatives, including compounds with the jatrophane, lathyrane, and tigliane (phorbol) skeletons. Three synthetic routes to 4-methylcyclopentanoids have been developed to obtain chiral, nonracemic synthons for assembly of the diterpenoids. These routes draw on the readily available monoterpenoids citronellol or pulegone as chiral resources, providing for synthesis of natural diterpenoid enantiomers without recourse to resolution. © 1990, American Chemical Society. All rights reserved.

引用

页码：5613 / 5619

页数：7

共 33 条

[31] REACTIONS OF HYDROGEN PEROXIDE .1. A NOVEL USE OF SELENIUM DIOXIDE AS CATALYST FOR OXIDATION OF ACROLEIN TO ACRYLIC ACID [J].