Canadian Journal of Chemistry p. 2804 - 2809 (1982)
Update date:2022-08-03
Topics:
ApSimon, John W.
Collier, T. Lee
Guiver, Michael D.
9-Bromo-11-oxo-hexahydrocannabinol (5) was prepared from the ketocannabinoid 3b via the epoxysulfone 4.The dehydrobromination of the bromoaldehyde 5 could be controlled to give either the thermodinamically more stable Δ8-aldehyde 2c, or the Δ9-aldehyde 1c by an intramolecularly assisted elimination.Reduction of the unsaturated aldehydes gave the allylic alcohol metabolites 2a and 1a, respectively.
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