Synthesis of new bipyridine N,N'-dioxides and their application in asymmetric allylation of benzaldehyde and aldol addition to acetophenone

Abstract

Two methods for the synthesis of new axially chiral bipyridine N,N'-dioxides based on catalytic [2+2+2] cyclotrimerization of diynes with nitriles were developed. The N,N'-dioxides were used as catalysts in enantioselective allylation of benzaldehyde with allyltrichlorosilane and aldol reaction of trichlorosilyl ketene acetal of methyl acetate with acetophenone.

Keywords

• cyclotrimerization
• catalysis
• N,N′-dioxides
• silicon compounds
• enantioselective synthesis