Cooperative Isothiourea/Iridium-Catalyzed Asymmetric Annulation Reactions of Vinyl Aziridines with Pentafluorophenyl Esters

• DOI: 10.1021/acs.orglett.2c04124
• Publication Date: 2023-02-23T13:08:30Z
• Authors: Qiannan Wang; Tao Fan; Jin Song
• Keywords: Annulation; Asymmetric induction

Chiral γ-lactam-containing skeletons are important motifs in bioactive natural products, pharmaceuticals, and molecules. Herein, we report a general modular platform to access chiral γ-lactam compounds via an ITU/Ir cooperatively catalyzed [3 + 2] asymmetric annulation reaction of vinyl aziridines with pentafluorophenyl esters. Through the Lewis base transition metal cooperative catalytic regime, broad range optically active γ-lactams were generated good yields (up 92%) high induction 98% ee). Furthermore, utility this synthetic protocol was also demonstrated by expedient preparation diverse enantioenriched architectures.