67805-86-1Relevant academic research and scientific papers
Biomimetic Cannabinoid Synthesis Revisited: Batch and Flow All-Catalytic Synthesis of (±)-ortho-Tetrahydrocannabinols and Analogues from Natural Feedstocks
Giorgi, Pascal D.,Liautard, Virginie,Pucheault, Mathieu,Antoniotti, Sylvain
, p. 1307 - 1311 (2018/04/02)
Using a combination of Au nanoparticle-catalyzed oxidation under an O2 atmosphere and a Ti-doped montmorillonite (Ti-MMT)-catalyzed tandem arylation/double cyclization, we developed an original and highly selective method for the synthesis of ortho-tetrahydrocannabinol derivatives from simple substrates. The reaction sequence could be performed in two steps in batch mode or in a single operation in continuous-flow reactors. The abnormal regioselectivity was proposed to be the result of the non-innocent role of the MMT support, TiIV cation coordination, and a Lewis acid-assisted Br?nsted acid (LBA) mechanism.
Preparation and Reactions of Derivatives of Formyltetrahydrocannabinol
Eiden, Fritz,Gerstlauer, Carmen
, p. 551 - 561 (2007/10/02)
The tetrahydrocannabinol (THC) derivatives 3a, 3b and 17 react with Vilsmeier reagent to yield the aldehydes 4a, 4d, 5b, 18 and 19.These condense with CH acids to give the pyrano-THC derivatives 6a, 6b, 6d, 6e, 8, 10 and 20.
