Microwave assisted preparation of C(1)-C(11) oxygen-bridged pregnanes

SONEGO, J.M.; ALVAREZ, L.D.; VELEIRO, A.S.; BURTON, G.

Beijing

Congreso; 11th Tetrahedron Symposium; 2010

The introduction of oxygen bridges involving selected carbons of the steroid nucleus produces major changes in the overall shape of steroid molecules, resulting in rigid structures. These structures allow us to evaluate with minimal functional change, the influence of conformation in the biological activity. Previously we have synthesized a series of 1,11-epoxysteroids using an intramolecular remote functionalization reaction with Suarez reagent (diacetoxyiodobenzene). We report here that photolysis with visible light can be replaced by microwave irradiation to prepare 1,11-oxygen bridges.