Titanium/palladium-mediated regioselective propargylation of ketones using propargylic carbonates as pronucleophiles

Abstract

An efficient protocol for the synthesis of homopropargylic alcohols using propargylic carbonates as pronucleophiles is reported. The reaction is based on a combination of transition metal (palladium) and radical chemistry (titanium). The reaction takes place with an excellent regioselectivity and tolerates a great degree of substitution of the starting propargylic carbonate, thus being an interesting tool in the context of synthetic organic chemistry. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.