Constituents of Eupomatia species. VII. Dienone-phenol and dienol-benzene rearrangements in the eupodienone-1 series

Abstract

Rearrangement of eupodienone-1 and derivatives, including certain dienols, under a variety of acidic conditions produced dibenzocyclooctene derivatives. Spectroscopic evidence and chemical degradation showed that in the rearrangements alkyl rather than aryl group migration had occurred. The stereochemistry of the products is discussed.