Journal of the American Chemical Society, Vol.138, No.28, 8730-8733, 2016
Me-2(CH2Cl)SiCN: Bifunctional Cyanating Reagent for the Synthesis of Tertiary Alcohols with a Chloromethyl Ketone Moiety via Ketone Cyanosilylation
We report a novel bifunctional cyanating reagent, Me-2(CH2Cl)SiCN, which paves the way to a one pot sequential synthesis of tertiary alcohols featuring a chloromethyl ketone moiety via enantioselective ketone cyanosilylation. This method contributes to gram-scale enantioselective total synthesis of the aggregation pheromone of the Colorado potato beetle, (S)-CPB.