Organocatalyzed Michael Addition Reaction by Novel (2R,3aS,7aS)-Octa-hydroindole-2-carboxylic Acid, a New Fused Proline

Abstract

Abstract:We present here the results obtained in our study on organocatalytic enantioselective Michael addition reaction of acetone to different nitroolefines using (2R,3aS,7aS)-octahydroindole-2-carboxylic acid ((R,S,S)-Oic, 5) as a new and suitable catalyst for this process. Computational calculations support the results obtained with (R,S,S)-Oic versus its diastereomeric form (S,S,S)-Oic. The final products are obtained in good yields and moderate enantioselectivities (up to 58% ee).