Asymmetric double-conjugate addition of alkenylboronic acids to dienones catalyzed by chiral diols

Asymmetric conjugate addition of organic boronic acids to dienones was successfully achieved by using chiral 3,3 '-disubstituted-BINOLs or hydroxytetraphenylenes as the catalyst. A series of enantiopure bis-adducts were readily generated in high yields (up to 99%) with excellent chemoselectivities, diasteroselectivities (up to 98 : 2 dl/meso), and enantioselectivities (up to >99% ee). These catalytic systems exhibited elements of high efficiency and broad substrate scope.

Automated summary

Asymmetric conjugate addition of organic boronic acids to dienones was achieved using chiral catalysts, resulting in high yields of enantiopure bis-adducts with excellent chemoselectivities and enantioselectivities. These catalytic systems demonstrated high efficiency and broad substrate scope.