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Synthesis of c homo erysodienone and its conversion into b homo erysodienone via a di benz d f azecine potential precursors of the homo erythrina alkaloids



Synthesis of c homo erysodienone and its conversion into b homo erysodienone via a di benz d f azecine potential precursors of the homo erythrina alkaloids



Journal of the Chemical Society Perkin Transactions I (5): 434-440



C-Homoerysodienone was synthesized by an unambiguous route with a high-yielding oxidative phenolic coupling as the key step. The intermediate was also converted via a reductive fragmentation into the dibenzazecine (9), oxidation of which gave a dienone clearly having the 5;7-fused structure (10). A report of the synthesis of (10) by a different route is thus confirmed, and efficient routes are available to the phenols (9) and (10), likely biosynthetic precursors of the Schelhammera alkaloids.

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