Synthesis of C2-symmetric 1,2-diamine-functionalized organocatalysts: mimicking enzymes in enantioselective Michael addition reactions

Abstract We report the synthesis of novel chiral wedge shaped C 2 -symmetric 1,3-benzenedisulfonamides as organocatalysts that hydrogen bond to the nitroolefins in the transition state of the Michael addition of carbonylic compounds, mimicking natural enzymes, leading to products in excellent yields (up to 99%) and enantioselectivities (up to 99%).