| Abstract
| - A novel convenient method for the generation of thiocarbonyl ylides from readily accessible startingmaterials and the first synthetic application of in situ generated ylides in the synthesis of silylenol and dienol ethers, accompanied by C−C bond formation, is described. Under completely neutralconditions without any catalyst or additive, thermal reactions of S-α-silylbenzyl thioesters in sealedtubes at 180 °C provided silyl enol and dienol ethers in good to excellent yields with highstereoselectivities. This procedure consists of a multistep reaction in a one-pot process, i.e., 1,4-silatropy of S-α-silylbenzyl thioesters to give thiocarbonyl ylides, 1,3-electrocyclization of the ylidesto give thiiranes, and the extrusion of sulfur from thiiranes to give silyl enol and dienol ethers.
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