Ring-opening metathesis/oxy-cope rearrangement: a new strategy for the synthesis of bicyclic medium ring-containing compounds.

Abstract

Ring-opening/ring-closing metathesis on cyclobutene-containing substrates with angular oxygen functionality provides a stereospecific introduction of 1,5-bis-dienes required for an anion-accelerated oxy-Cope rearrangement. The reaction sequence offers generally a stereocontrolled preparation of a variety of medium ring-containing bicyclic ring systems, while rearrangement to the bicyclo[7,3,0]dodecane (9-5) system leads to a mixture of olefin isomers.

Cite this paper

@article{White2003RingopeningMR, title={Ring-opening metathesis/oxy-cope rearrangement: a new strategy for the synthesis of bicyclic medium ring-containing compounds.}, author={Brian H White and Marc L. Snapper}, journal={Journal of the American Chemical Society}, year={2003}, volume={125 48}, pages={14901-4} }