STUDIES ON THE SYNTHESIS OF SCOPARIC ACID-A AND RELATED LABDANE DITERPENOIDS - SYNTHESIS OF (E)-6-BETA-HYDROXLABDA-8-(17),13-DIEN-15-OIC ACID

被引:8
作者
ABAD, A
ARNO, M
AGULLO, C
CUNAT, AC
MESEGUER, B
ZARAGOZA, RJ
机构
[1] Departament de Química Orgánica, Universitat de València, 46100, Burjassot, València
来源
JOURNAL OF NATURAL PRODUCTS | 1993年 / 56卷 / 12期
关键词
D O I
10.1021/np50102a016
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
A general strategy fbr a successful approach to labdanes of the type 3-5 is described. This methodology, which makes use of the known Eschenmoser fragmentation of 9, 1,3-oxidative rearrangement of allylic tertiary alcohol 14, and photochemical double bond isomerization of allylic acetate 17 as key synthetic steps, is used to prepare optically pure labdane 5 from readily available (+)-podocarpenone 8.
引用
收藏
页码:2133 / 2141
页数:9
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