Propargyl alcohols Titanium chloride

Despite reports to the contrary early in 1980/ Danheiser and Carini have demonstrated that trimethylsilylallenes function as propargylic anion equivalents in reactions with ketones or aldehydes in the presence of titanium tetrachloride, regiospecifically forming homopropargylic alcohols. Unexpectedly, some silyl-allenes give mixtures of homopropargylic alcohols and trimethylsilylvinyl chlorides, but exposure of the crude reaction product to potassium fluoride in DMSO induces elimination from the latter to furnish exclusively the required alcohols ie.g. Scheme 113). 

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