Unprecedented 1,2-mesityl shift for the synthesis of iridafurans

Abstract

The reactivity of tertiary propargylic alcohols bearing a mesityl substituent with [IrCp*Cl(NCMe)(PMe₃)]PF₆ has revealed a previously unreported 1,2-mesityl rearrangement, leading to the formation of α-iridafuran complexes. Comparative analysis with the rhodium analogue as well as different substituents at the propargylic alcohol highlights the unique reactivity of the iridium system, the key role of the mesityl group and the importance of substituent topology.