204014-03-9Relevant articles and documents
γ-Oxygenated-α,β-unsaturated sulfones in radical cyclizations and cascade processes
Adrio, Javier,Carretero, Juan C.
, p. 1601 - 1614 (2007/10/03)
A wide variety of radical precursors having the structure of γ-oxygenated-α,β-unsaturated sulfone (substrates 1-4) have been prepared. Both 5-hexenyl and 6-heptenyl radicals, generated by reaction of substrates 1-4 with Bu3SnH/AIBN, underwent an efficient cyclization via intramolecular addition to the vinyl sulfone moiety. By introduction of a double bond joined to the oxygen at γ-position, a cascade process based on two sequential radical cyclizations took place, affording highly substituted 2-oxa[3.3.0] or 9-oxa[4.3.0] bicyclic compounds.