A practical protocol for the highly E-selective formation of aryl-substituted silylketene acetals.
The E/Z-selectivity in the formation of silylketene acetals derived from phenylacetate esters, mediated by LiHMDS, has been studied by in situ NMR techniques. The formation is seen to be highly E-selective with use of the newly developed protocol. Isolated aryl-substituted silylketene acetals are now attainable with high levels of E-geometrical purity in excellent yield.
Harker
Wesley R R
WR
Department of Chemistry, University of Bath, Bath, BA2 7AY, United Kingdom, and MSD, Newhouse, Motherwell, ML1 5SH, United Kingdom.
Carswell
Emma L
EL
Carbery
David R
DR