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
大麻素受体
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
兴奋剂
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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