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经由o-Quinonemethide的trans-Hexahydrocannabinol的简便合成

A Facile Synthesis of trans-Hexahydrocannabinol via an o-Quinonemethide
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摘要 建立了一个在质子性溶剂中经由o-quinonemethide中间体的trans-hexahydrocannabinol的简便合成方法.用对甲苯磺酸为催化剂,加热回流resorcinol衍生物和citronellal之间偶联产物的甲醇溶液,酚的脱保护、o-quinonemethides的生成以及分子内狄尔斯-阿尔德环加成反应一步完成,产率为93%~95%. A simple synthesis of trans-hexahydrocannabinol via an o-quinonemethide in protic solvent was established. The methanol solution of coupling product of a resorcinol derivatives and citronellal was refluxed in the presence of p-methylbenzenesulforic acid as an catalyst, the deprotection of phenols, production of o-quinonemethides and intramolucular Diels-Alder cycloaddition reaction took place in one step, in 93%-95% yield.
作者 陆占国
出处 《化学学报》 SCIE CAS CSCD 北大核心 2006年第17期1843-1846,共4页 Acta Chimica Sinica
关键词 o—quinonemethide Diels—Alder反应 trans—hexahydrocannabinol o-quinonemethide Diels-Alder reaction trans-hexahydrocannabinol
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