European Journal of Organic Chemistry 2018-03-15

Front Cover: Biomimetic Cannabinoid Synthesis Revisited: Batch and Flow All-Catalytic Synthesis of (±)-ortho-Tetrahydrocannabinols and Analogues from Natural Feedstocks (Eur. J. Org. Chem. 11/2018)

Pascal D. Giorgi, Virginie Liautard, Mathieu Pucheault, Sylvain Antoniotti

Index: 10.1002/ejoc.201800362

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Abstract

10.1002/ejoc.201800362 picture

The Front Cover shows leaves of Cannabis sativa with inverted leaf blades illustrating the synthesis of natural cannabinoid analogues, in which the pentyl side chain and the hydroxyl group on the aromatic ring are inverted with high regioselectivity. The synthesis of such ortho-tetrahydrocannabinols was performed in batch and in flow from natural resources by Au-nanoparticle-catalyzed oxidation of allylic alcohol under O2 followed by a Ti-doped-montmorillonite-catalyzed cyclocondensation with 1,3-resorcinol derivatives. More information can be found in the Communication by S. Antoniotti et al.