A Pd-catalyzed highly selective three-component protocol for trisubstituted allenes†
Shengming
Ma 
*ac
*ac
Abstract
Herein we report the first example of a Pd-catalyzed highly selective three-component reaction of alkynyl-1,4-diol dicarbonates, organoboronic acids, and malonate anions for the efficient synthesis of trisubstituted 2,3-allenyl malonates not readily available by the known protocols. The reaction demonstrates an excellent regio- and chemo-selectivity for both the oxidative addition referring to the two C–O bonds and the subsequent coupling with the nucleophile with a remarkable functional group compatibility. A series of control experiments confirm a unique mechanism involving β-O elimination forming alka-1,2,3-triene and the subsequent insertion of its terminal C![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
C bond into the Ar–Pd bond.
Please wait while we load your content...
