SYNTHESIS OF SPIRANIC HETEROCYCLES BY INDUCED DECOMPOSITION OF UNSATURATED PEROXIDES

Evelyne Montaudon (1) , Regina Kappes (1) , Laurent Lemée (1) , Monique Campagnole (1) , Marie-Joseph Bourgeois (1)

1 Institut du Pin

Induced decomposition of unsaturated peroxides in a good hydrogen-donor solvent leads to the functionalization of the latter. If the peroxide contains a cycle on the carbon next to the O-O bond, the reaction gives spirans with an oxiran, an oxetan or a tetrahydrofuran ring in good or even excellent yields.

Keywords: UNSATURATED PEROXIDE; SPIRANIC HETEROCYCLES; INDUCED DECOMPOSITION; HOMOLYTIC INTRAMOLECULAR SUBSTITUTION; RADICAL ADDITION; INTRAMOLECULAR HOMOLYTIC DISPLACEMENTS; RADICALS

Domains: Organic chemistry

Evelyne Montaudon, Regina Kappes, Laurent Lemée, Monique Campagnole, Marie-Joseph Bourgeois. SYNTHESIS OF SPIRANIC HETEROCYCLES BY INDUCED DECOMPOSITION OF UNSATURATED PEROXIDES. Bulletin de la Societe Chimique de France, 1994, 131 (3), pp.253-261. ⟨hal-00160762⟩