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Intramolecular reductive ketone-alkynoate coupling reaction promoted by (η2-propene)titanium.

Organic & biomolecular chemistry (2012-03-13)
Christian Schäfer, Michel Miesch, Laurence Miesch
RÉSUMÉ

Intramolecular reductive coupling of cycloalkanones tethered to alkynoates in the presence of (η(2)-propene)titanium was successfully performed to provide hydroxy-esters in a diastereoselective manner. Subsequent lactonization afforded angularly fused unsaturated tricyclic lactones which represent relevant substructures of numerous bioactive compounds.