TY - JOUR

T1 - Highly regioselective, ligand-differentiated platinum-catalysed hydrosilylation of propynamides

AU - Leonard, Elizabeth L. R.

AU - Boyd, Megan E.

AU - Akien, Geoffrey R.

AU - McLaughlin, Mark G.

PY - 2025/8/13

Y1 - 2025/8/13

N2 - We present, for the first time, a highly regio- and stereoselective ligand-divergent hydrosilylation reaction. The methodology produces diverse amido-vinyl silanes from readily available propynamides. Employing platinum catalysis utilizing commercially available ligands, silyl-α,β-unsaturated amides are produced in synthetically useful yields (up to 91%). This methodology allows, for the first time, an unprecedented ligand differentiated hydrosilylation methodology to form β-(E)-silyl-α,β-unsaturated amides in high regioselectivity and α-silyl-α,β-unsaturated amides with complete regioselective control (>99 : 1).

AB - We present, for the first time, a highly regio- and stereoselective ligand-divergent hydrosilylation reaction. The methodology produces diverse amido-vinyl silanes from readily available propynamides. Employing platinum catalysis utilizing commercially available ligands, silyl-α,β-unsaturated amides are produced in synthetically useful yields (up to 91%). This methodology allows, for the first time, an unprecedented ligand differentiated hydrosilylation methodology to form β-(E)-silyl-α,β-unsaturated amides in high regioselectivity and α-silyl-α,β-unsaturated amides with complete regioselective control (>99 : 1).

U2 - 10.1039/D5CC03832D

DO - 10.1039/D5CC03832D

M3 - Journal article

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

ER -