Abstract
Phenolic oxidative coupling of 1,2,3,4-tetrahydro-7-hydroxy-1-(3-hydroxy-4-methoxyphenethyl)-6-methoxy-2-methylisoquinoline (VIII) with potassium fericyanide afforded a homomorphinandienone-type compound (IX), which was methylated with diazomethane to give demethyl-O-methylandrocymbine (X), identical with an authentic sample obtained by a modified Pschorr reaction.
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