Palladium-catalyzed selenoacylation of allenes leading to the regioselective formation of functionalized allyl selenides

Org Lett. 2008 Sep 18;10(18):3957-60. doi: 10.1021/ol801329q. Epub 2008 Aug 21.

Abstract

Palladium-catalyzed regio- and stereoselective selenoacylation of allenes with selenol esters proceeded to produce functionalized allyl selenides with the acyl moiety at the inner carbon and the SePh group at the terminal carbon in high yields. A mechanism accounting for the observed regio- and stereoselectivities is proposed based on the results of DFT calculations.