Silane, trimethyl-1,2-propadien-1-yl-

(Trimethylsilyl)allene is used as propargylic anion equivalent; substrate for ene reaction, participating in the following synthesis reactions Propargylic Anion Equivalent, Synthesis of Silylacetylenes via Ene Reaction etc.

Two methods have been reported for the preparation of (trimethylsilyl)allene [(TMS)allene]). Reductive deoxygenation of the tosylhydrazone derivative affords the title compound in 51% yield.4b The tosylhydrazone is readily prepared from the corresponding aldehyde, which in turn is accessed by formylation of (trimethylsilyl)ethynylmagnesium bromide with DMF (eq 1). (TMS)allene has also been prepared by flash vacuum pyrolysis of methyl (trimethylsilyl)- propargyl ether, which is obtained from silylation of methyl propargyl ether (eq 2).