Reduction of thebaine with lithium aluminium hydride–aluminium chloride mixtures gives either thebainone-A enol methyl ether or neodihydrothebaine as the major product, depending on the ratio used. A novel product, isometathebainone enol methyl ether, has been isolated from the reduction with aluminium hydride, and its structure has been confirmed by conversion into dihydrometathebainone.
K. W. Bentley, J. W. Lewis and J. B. Taylor, J. Chem. Soc. C, 1969, 1945 DOI: 10.1039/J39690001945
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