Configuration and rearrangements of homoproaporphines

Abstract

The configuration of homoproaporphine at the spiro-centre is deduced from c.d. data for the derivatives (VII) and (X). An enol-ether addition reaction and a dienone-phenol rearrangement of the homoproaporphine (IX) are described. Dienol–benzene rearrangements of dienols (XIIIa) and (XIIIb) are also described.