Enantioselective Assembly of , -Diamine Acid Derivatives via Three-Component Reaction of -H Diazoacetates with Sulfonamides and Imines

An asymmetric three-component reaction of alpha-H diazoacetate with sulfonamide and imine has been developed under the co-catalyzation of Rh-2(OAc)(4) and a chiral phosphoric acid (CPA), which proceed through Mannich-type interception of transient ammonium ylide. The reaction offers a convenient access to alpha, beta-diamine acid derivatives with two adjacent chiral centers in 59%-74% yields with 91%-99% ee and 92:8 to>95:5 dr. Moreover, the generated products could be easily converted to free chiral diamines and other useful chiral motifs.