An extraordinarily rapid [1,5] benzyl shift in a molecule with a ring system consisting entirely of fused blocked aromatic rings
Abstract
Dehydrobromination of the dibromobicyclic ketone (4) at 0 °C resulted in the formation of ketone (5); the remarkably rapid [1,5] benzyl shift in this reaction is attributed to formation and rearrangement of ketone (2), a unique example of a molecule with a ring system consisting entirely of fused blocked aromatic rings.