Rhodium-Catalyzed Enantioselective N-Allylation of Sulfoximines

Org Lett. 2023 Apr 28;25(16):2756-2760. doi: 10.1021/acs.orglett.3c00414. Epub 2023 Apr 14.

Abstract

The N-functionalization of free sulfoximines is an important approach to modifying their chemical and biological properties for downstream applications. Here, we report a rhodium-catalyzed N-allylation of free sulfoximines (═NH) with allenes under mild conditions. The redox-neutral and base-free process enables chemo- and enantioselective γ-hydroamination of allenes and gem-difluoroallenes. Synthetic applications of sulfoximine products obtained thereof have been demonstrated.