A Revised Modular Approach To (-)-Trans-Delta(8)-Thc And Derivatives Through Late-Stage Suzuki-Miyaura Cross-Coupling Reactions
European Journal of Organic Chemistry(2019)
Abstract
A revised modular approach to various synthetic (-)-trans-Delta(8)-THC derivatives through late-stage Suzuki-Miyaura cross-coupling reactions is disclosed. Ten derivatives were synthesized allowing both sp(2)- and sp(3)-hybridized cross-coupling partners with minimal beta-hydride elimination. Importantly, we demonstrate that a para-bromo-substituted THC scaffold for Suzuki-Miyaura cross-coupling reactions has been initially reported incorrectly in recent literature.
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Key words
Tetrahydrocannabinol, Suzuki-Miyaura coupling, Cannabis derivatives, Cascade reactions, Heterocycles
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