Abstract

The reaction of ketene alkylsilyl acetals with ethyl propiolate in the presence of TiCl 4 led to intermediates whose reactivity was studied with electrophiles such as H 2 O, D 2 O, NBS, NCS, and PhSeCl to form glutaconate derivatives. Except in the case of the dimethylketene trimethysilyl acetal, for which the reaction was stereospecific, with other ketene acetals the selectivity was lower.The results were interpretated as the formation of vinylic titanium intermediates (more stabilized in the case of the dimethylketene acetal) in equilibrium with the titanium allenolates

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