SIMPLE SYNTHESIS OF HEXAHYDROCANNABINOIDS USING PHENYLBORIC ACID CATALYST

被引：0
|
作者：
MURPHY, WS
TULADHAR, SM
DUFFY, B
机构：
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 05期
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中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Common activated phenols, such as sesamol, undergo a one-pot annulation to hexahydrocannabinoids on being heated with citronellal, phenylboric acid and an excess of acetic acid. Benzodioxaborines 2 are shown to be intermediates and are proposed to undergo conversion into quinonemethides under the acid conditions employed. Generally the more stable equatorial-trans-stereoisomer is formed in better than 95% purity.
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页码：605 / 609
页数：5
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