화학공학소재연구정보센터
Journal of the American Chemical Society, Vol.138, No.34, 10762-10765, 2016
Dual Catalysis Using Boronic Acid and Chiral Amine: Acyclic Quaternary Carbons via Enantioselective Alkylation of Branched Aldehydes with Allylic Alcohols
A ferrocenium boronic acid salt activates allylic alcohols to generate "transient carbocations that react with in situ-generated chiral enarnines from liranthed aldehydes. The optimized conditions afford the desired acyclic products embedding a methyl-aryl quaternary carbon center with up to 90% yield and 97:3 ehantiorneric ratio, with only water as the byproduct. This noble-metal-free method complements alternative methods that are incompatible with carbon-halogen bonds and other sensitive functional grOupS.