Synthesis and Palladium-Catalyzed Cycloaddition of the Bifunctional Conjunctive Reagent Methyl (Z)-1-Methyl-2-trimethylsilylmethyl-2-butenyl Carbonate

A simple synthesis of (Z)-2-trimethylsilylmethyl-2-buten-1-ol from 2-butyn-1-ol provides ready access to disubstituted bifunctional conjunctive reagents such as the title compound. Palladium(0) catalysts initiate cycloaddition to electron-deficient olefins to form methylenecyclopentanes with excellent regioselectivity