Synthesis of cannabidiols via alkenylation of cyclohexenyl monoacetate
Because of the lack of potency binding to the receptors responsible for psychoactivity, cannabidiol has received much attention as a lead compound to develop a nonpsychotropic drug. Herein, we establish a method to access not only cannabidiol but also its analogues. The key reaction is nickel-catalyzed allylation of 2-cyclohexene-1,4-diol monoacetate with a new reagent, (alkenyl)ZnCl/TMEDA, which gives a SN2-type product with 94% regioselectivity in good yield.
Kobayashi, Yuichi,Takeuchi, Akira,Wang, Yong-Gang
p. 2699 - 2702
(2007/10/03)
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