120467-13-2Relevant academic research and scientific papers
One-Pot Total Synthesis of Cannabinol via Iodine-Mediated Deconstructive Annulation
Caprioglio, Diego,Mattoteia, Daiana,Minassi, Alberto,Pollastro, Federica,Lopatriello, Annalisa,Muňoz, Eduardo,Taglialatela-Scafati, Orazio,Appendino, Giovanni
, p. 6122 - 6125 (2019)
The thermal degradation of cannabichromene (CBC, 3) is dominated by cationic reactions and not by the pericyclic rearrangements observed in model compounds. The rationalization of these differences inspired the development of a process that coupled, in an aromatization-driven single operational step, the condensation of citral and alkylresorciniols to homoprenylchromenes and their in situ deconstructive annulation to benzo[c]chromenes. This process was applied to a total synthesis of cannabinol (CBN, 5) and to its molecular editing.
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
