Chemo‐ and Regioselective Preparation and Reaction of a Kinetic Zinc Enolate Formed from a Thiol Ester and Bis(iodozincio)methane

Abstract

Reactive functionalized enolates that are otherwise difficult to obtain can be prepared in a simple procedure by the treatment of a thiol ester with bis(iodozincio)methane in the presence of a palladium catalyst (see scheme). The terminal zinc enolates thus formed are kinetically controlled and react with a variety of electrophiles, such as aldehydes, ketones, and acyl cyanides. FG=functional group.