Total synthesis of (±)-cis-5-hydroxycalamenene

被引:1
|
作者
Ng, Po S. Poon [1 ]
Banerjee, Ajoy K. [1 ]
机构
[1] Inst Venezolano Invest Cient, Ctr Quim, Caracas 1020A, Venezuela
关键词
(+/-)-cis-5-hydroxycalamenene; Grignard reaction; 5-methoxy-alpha-tetralone; terpene;
D O I
10.1080/00397910802026204
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A total synthesis of (+/-)-cis-5-hydroxycalamenene 1 has been achieved from tetralone 5, which in turn was prepared from 5-methoxy-alpha-tetralone 3. Grignard reaction of compound 5 with isopropylmagnesium chloride, followed by dehydration and aromatization, provided the substituted naphthalene 7 whose conversion to (+/-)-cis-5-hydroxycalamenene 1 was accomplished by demethylation, formylation, and hydrogenation.
引用
收藏
页码:2261 / 2268
页数:8
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