Asymmetric Transfer Hydrogenation of 2-Substituted Quinoxalines with Regenerable Dihydrophenanthridine

The asymmetric hydrogenation of quinoxalines represents one of the most efficient approaches for the synthesis of optically active tetrahyroquinoxalines. In this paper, we demonstrate a metal-free asymmetric transfer hydrogenation of 2-substituted quinoxalines with regenerable dihydrophenanthridine under H2 using a combination of chiral phosphoric acid and achiral borane as catalysts. A wide range of optically active 2-substituted tetrahydroquinoxalines were produced in high yields with ≤98% ee.