CYCLIZATION OF POLYENES .49. CYCLIZATION OF EPOXYNEOCEMBRENE DERIVATIVES TO SECOTRINERVITANES

被引：11
|
作者：
HIRUKAWA, T [1 ]
KOARAI, A [1 ]
KATO, T [1 ]
机构：
[1] SCI UNIV TOKYO,FAC SCI,DEPT CHEM,1-3 KAGURAZAKA,SHINJYUKU KU,TOKYO 162,JAPAN
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 14期
关键词：
D O I：
10.1021/jo00014a036
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Four stereoisomers of epoxyneocembrene derivatives 5-8 were treated with BF3.OEt2 as potential model reactions for the proposed biogenesis of secotrinervitane-type diterpenoids (Scheme I). Two of them (5 and 6) afforded secotrinervitane derivatives, while the remaining isomers 7 and 8 gave no cyclization products (Table I). The natural product, secotrinervitene-2-beta,3-alpha-diol (2a) was synthesized from 5 in dl-form.
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收藏
页码：4520 / 4525
页数：6
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