有机合成讲义CARBANION3.pptVIP

V Addition of Carbanions to Activated Olefins Z = COR, CO2R, CN, NO2 , etc. Michael Addition ( Reaction) Does not react with ordinary double bond 1,5-dicarbonyl compounds 1,4-addition 1,2-addition Competitive pathway thermodynamic controlling kinetic controlling Building of alicyclic system Application of Michael reaction Robinson cyclization Harvard sterol synthesis VI. Condensation Involving Acetylides and Cyanide a) Alkylation Oleic acid Aryl halides Generally not active b) Addition to Carbonyl Groups cyanohydrin esterfication and dehydration Aromatic Aldehydes Benzoin Phenyl contribution