Abstract: Condensations of tertiary conjugated enolates with a variety of polyhalogenated olefins were explored. Trichloroethylene led to (E)-1, 2-dichlorovinyl adducts which could be further converted to acetylenes in good yield. 1, 2-Dichloro-1-fluoroethylene (1/1 cis/trans) led to a single regio-and stereoisomeric adduct ((E)-2-chloro-l-fluorovinyl) in 30% yield, whereas tetrachloroethylene led to a chloroethynyl adduct in 25% yield. Attempts to ...