120467-11-0Relevant articles and documents
Protecting group free enantiospecific total syntheses of structurally diverse natural products of the tetrahydrocannabinoid family
Dethe, Dattatraya H.,Erande, Rohan D.,Mahapatra, Samarpita,Das, Saikat,Kumar B., Vijay
, p. 2871 - 2873 (2015)
A simple, highly diastereoselective, Lewis acid catalyzed Friedel-Crafts coupling of a cyclic allylic alcohol with resorcinol derivatives has been developed. The method was applied for the enantiospecific total syntheses of structurally diverse natural products such as machaeriol-D, Δ8-THC, Δ9-THC, epi-perrottetinene and their analogues. Synthesis of both natural products and their enantiomers has been achieved with high atom economy, in a protecting group free manner and in less than 6 steps, the longest linear sequence, in a very good overall yield starting from R-(+) and S-(-)-limonene.
Synthesis of Bibenzyl Cannabinoids, Hybrids of Two Biogenetic Series Found in Cannabis sativa
Crombie, Leslie W.,Crombie, W. Mary L.,Firth, David F.
, p. 1263 - 1270 (2007/10/02)
Syntheses of a series of compounds which merge a m-dihydroxybibenzyl with a terpenoid structure, giving a series of hybrid cannabinoids in which products of two major biogenetic routes of Cannabis are united, are described.The compounds made are the biben
