A synthetic route to dehydrosecodine analogues
Abstract
Pyridinium salts (21) and (22) were synthesised and their reductions to analogues of the postulated biosynthetic intermediate dehydrosecodine (1) investigated. From (22) the isomeric 1-methyl-19-oxodehydrosecodines (5)–(7) were isolated. Wittig reaction of the 2-methoxalylindoles (14) and (15) with methylenetriphenylphosphorane led to the dihydro-oxepino[4,5-b]indole derivative (19).
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