Asymmetric [3+2] Cycloannulation of Benzoxazinones for the Synthesis of Imidazo[5,1-c]oxazinones

The asymmetric catalytic [3+2] cycloannulation of benzoxazinones with isatin-derived ketimines for the efficient construction of imidazo[5,1-c]oxazinones has been developed, which realized the first asymmetric reaction of benzoxazinones with excellent stereoselectivities. A series of imidazo[5,1-c]oxazinones containing three stereogenic centers with one gem-diamine-type spiro tetrasubstituted center were obtained in this organocatalytic reaction with good yields and high functional group tolerance.