Cinchona Alkaloid-Amides Catalyzed Enantioselective Formal [2+2] Cycloadditions of Allenoates and Imines: Enantioselective Synthesis of 2,4-Substituted Azetidines

Denis, Jean-BaptisteMasson, GéraldineRetailleau, PascalZhu, Jieping2011-05-312011-05-312011-05-31201110.1002/anie.201100706https://infoscience.epfl.ch/handle/20.500.14299/68068WOS:000291953200023Mix and go. The quinidine-amide (1)-catalyzed [2+2] cycloaddition between N-sulfonylimines (2) and alkyl 2,3-butadienoate (3) afforded the (R)-azetidines 4 in excellent yields and enantioselectivities. The (S)-enantiomer was obtained when a quinine-amide catalyst, the pseudoenantiomer of (1) was used.allenoatesasymmetric synthesiscycloadditionnitrogen heterocyclesorganocatalysisCinchona Alkaloid-Amides Catalyzed Enantioselective Formal [2+2] Cycloadditions of Allenoates and Imines: Enantioselective Synthesis of 2,4-Substituted Azetidinestext::journal::journal article::research article