Abstract
Vinylsilanes serve as convenient vinyl anion equivalents, but procedures for their stereoselective synthesis from aldehydes are scarce. A variety of aromatic aldehydes are converted to the corresponding vinylsilanes in a one-pot procedure involving the addition of (trimethylsilylmethyl)lithium to the aldehyde followed by treatment with Cp 2TiCH 2·AlMe 2Cl (‘Tebbe's reagent’). Halide and alkoxide substituents are tolerated, and ( E)-vinylsilanes are formed exclusively in good yield.
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