3-Thiabicyclo[3.2.0]hept-6-ene 3,3-dioxide: a novel synthon for cis-1,2-divinyl intermediates and derived seven-membered ring systems

R. A. Aitken, J. I. G. Cadogan, Ian Gosney, Brendan J. Hamill, Leo M. McLaughlin

Journal of the Chemical Society Chemical Communications · 1982 · 22 citations · 0 references

Concepts

Abstract

Functionalisation of the 6,7-double bond in the novel bicyclic sulphone, 3-thiabicyclo[3.2.0]hept-6-ene 3,3-dioxide, followed by thermal extrusion of SO2, allows direct entry into seven-membered ring systems via a Cope rearrangement of the resulting cis-1,2-divinyl intermediates.