REACTIVITE DES DERIVES DE CYCLOPROPYLIDENE-3 PROPYLE-I. SYNTHESE D'ALCOOLS β-CYCLOPROPYLIDENIQUES

Article abstract of DOI:10.1016/S0040-4020(01)98934-3

A series of β-cyclopropylidenic alcohols has been synthesized through the following sequence:(i) Wittig condensation between cyclopropylidenetriphenylphosphorane with appropriate monoprotected 1,3-dicarbonyl compounds; (ii)smooth hydrolysis of acetals (after necessary transacetalization step) and ketals thus formed; (iii) LAH reduction of aldehydes and ketones(yielding primary and secondery alcohols respectively) or treatment of ketones with methyllithium (yielding tertiary alcohols).