Annelation of organoboranes derived from geraniol

Abstract

Alicyclic products have been obtained from geraniol derivatives in four ways: carbonylation of the intermediate borane either by treatment with carbon monoxide under pressure or by rearrangement of the cyanoborate under the influence of an electrophilic reagent; coupling under the influence of alkaline silver nitrate or by rearrangement of the bromo derivative obtained by photochemical bromination. The methods are compared and the nature of the products studied.