The Diels-Alder Approach towards Cannabinoid Derivatives and Formal Synthesis of Tetrahydrocannabinol (THC).
作者： Martin Nieger , Thomas Hurrle , Stefan Bräse , Manuel C Bröhmer , Franziska Gläser
关键词: Dioxirane 、 Cannabinoid 、 Combinatorial chemistry 、 Chemistry 、 Tetrahydrocannabinol 、 Derivative (finance) 、 Diels alder 、 Molecule 、 Formal synthesis
摘要: Based on the Diels-Alder reaction of vinylchromenes with electron-poor dienophiles, we developed a strategy for synthesis tetrahydrocannabinol derivatives. Substituted vinyl chromenes could be converted several dienophiles to successfully isolate complex molecules. These molecules already contain cannabinoid-like base structure and further processing one such derivative led precursor Δ9 -tetrahydrocannabinol. The most challenging step towards this was an epoxidation that ultimately achieved via dimethyl dioxirane.
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