Canadian Journal of Chemistry p. 2523 - 2529 (1977)
Update date:2022-08-04
Topics:
Lambert
Daris
Monkovic
A series of 3-hydroxy-8-oxyisomorphinans was synthesized from the corresponding 5-allyl-9β-hydroxy-6,7-benzomorphans via a hydroboration, oxidation, mesylation and cyclization sequence of reactions. Selective reduction of and methylmagnesium iodide addition to 5-allyl-2'-methoxy-2-methyl-9-oxo-6,7-benzomorphan gave the respective 9α-hydroxy-6,7-benzomorphans. These were transformed to a number of 2-substituted-5 allyl-2',9β-dihydroxy-6,7-benzomorphans and corresponding methyltetrahydrofurano analogs.
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