大麻酚
大麻酚
大麻素
废止
大麻
化学
合成大麻素
区域选择性
柠檬醛
四氢大麻酚
立体化学
大麻
有机化学
生物化学
生物
色谱法
医学
植物
精油
催化作用
受体
精神科
作者
Gia-Nam Nguyen,Erin Noel Jordan,Oliver Kayser
标识
DOI:10.1021/acs.jnatprod.2c00155
摘要
Efficient syntheses of eight key cannabinoids were established and optimized. Predominant cannabinoids such as cannabigerol (CBG-C5) and cannabidiol (CBD-C5) were prepared from olivetol via regioselective condensation. Further treatments of CBD led to Δ9-tetrahydrocannabinol (THC-C5), Δ8-iso-tetrahydrocannabinol (iso-THC-C5), and cannabinol (CBN-C5). Alternatively, a [3 + 3] annulation between olivetol and citral yielded the minor cannabinoid cannabichromene (CBC-C5), which was converted into two very rare polycycles, cannabicyclol (CBL-C5) and cannabicitran (CBT-C5), in a one-pot reaction. Finally, all eight syntheses were extended by utilizing resorcinol and two phenolic analogues, achieving a cannabinoid group with more than 30 compounds through a facile synthesis strategy.
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