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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)
Author(s) -
Giorgi Pascal D.,
Liautard Virginie,
Pucheault Mathieu,
Antoniotti Sylvain
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800362
Subject(s) - chemistry , regioselectivity , flow chemistry , catalysis , cannabinoid , allylic rearrangement , benzyl alcohol , ring (chemistry) , allylic alcohol , organic chemistry , biochemistry , receptor
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 O 2 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.