SIMPLE SYNTHESIS OF HEXAHYDROCANNABINOIDS USING PHENYLBORIC ACID CATALYST

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作者
MURPHY, WS
TULADHAR, SM
DUFFY, B
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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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