Advanced Synthesis & Catalysis / Enantioselective Bifunctional Ammonium SaltCatalyzed Syntheses of 3CF3S, 3RS, and 3FSubstituted Isoindolinones

We herein report the ammonium saltcatalyzed synthesis of chiral 3,3disubstituted isoindolinones bearing a heteroatom functionality in the 3position. A broad variety of differently substituted CF3S and RSderivatives were obtained with often high enantioselectivities when using Maruoka's bifunctional chiral ammonium salt catalyst. In addition, a first proofofconcept for the racemic synthesis of the analogous Fcontaining products was obtained as well, giving access to one of the rare examples of a fairly stable Famino acid derivative. Version of record