ChemInform Abstract: Organophosphorus Compounds. Part 144. A Novel Approach to 1,3-Oxaphospholes from Phosphaalkynes and Isomuenchnones.
Abstract
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ChemInform Abstract
A novel facile and regioselective access to 1,3-oxaphosphole derivatives is presented. Cycloaddition of isomuenchnones (VI), obtained by rhodium-catalyzed cyclization of diazooxopropanoates (III), to phosphaalkynes (IV) regiospecifically provides bicyclic intermediates, which cannot be isolated and immediately decompose via a retro Diels—Alder reaction to provide oxophospholes (VII). This reaction sequence can also be carried out in one step without the isolation of isomuenchnones [cf. (III)→(V)].
