Organocatalyzed Deracemization of Δ2‐Pyrrolin‐4‐ones


Advanced Synthesis & Catalysis

Sebastijan Ričko, Anže Meden, Anže Ivančič, Andrej Perdih, Bogdan Štefane, Jurij Svete, Uroš Grošelj

Racemic pyrrolin‐4‐ones, accessible from α‐amino acids, undergo asymmetric stereoselective organocatalyzed 1,4‐additions to trans‐β‐nitrostyrenes (up to 98 % ee; dr up to 97:3). From a series of typical organocatalysts, the best performance was achieved using (+)‐camphor‐1,3‐diamine‐derived bifunctional organocatalysts. A broad substrate scope and some follow‐up modifications have been demonstrated.

Read article: Adv. Synth. Catal., 2017, 359, 2288-2296