Abstract
Abstract7,8‐Didehydro‐3,4‐dimethoxy‐17‐methylmorphinan‐6‐one (2) was prepared by reductive opening of the epoxy bridge of codeinone, followed by methylation with Rodionow's reagent. Reduction of the title compound with sodium tetrahydroborate in the presence of cerium(III) chloride afforded a mixture of 7,8‐didehydro‐3,4‐dimethoxy‐17‐methylmorphinan‐6α‐ol (3) and ‐6β‐ol (4) in a ratio of 4:1 from which the 6α‐epimer was crystallized and converted into the acetate (7).
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