Dynamic Kinetic Asymmetric P–C Coupling of Secondary Phosphine Oxides with Alkenyl Iodides
Transition metal-catalyzed enantioselective P-C bond-forming reactions between racemic secondary phosphine oxides (SPOs) and various electrophiles have emerged as powerful strategies for accessing P-chiral compounds. However, most reported transformations proceeded via kinetic resolution of SPOs, inherently limiting efficiency. In contrast, dynamic kinetic asymmetric coupling enables full conversion of racemic SPOs─offering a more effective pathway─yet such methods remain rare. Herein, we report the first dynamic kinetic asymmetric P-C coupling of SPOs with alkenyl iodides. This transformation, enabled by a copper catalyst bearing a novel chiral 1,2-diamine ligand, affords a broad range of P-chiral tertiary phosphine oxides in good yields and with high enantioselectivity.
Authors
- Kang Ding
- Jie Kang
- Jie Zou (ORCID: https://orcid.org/0000-0002-3952-4173)
- Wenjun Yang (ORCID: https://orcid.org/0000-0002-4410-6398)
- Si‐Mu Ren
- Bo Su (ORCID: https://orcid.org/0000-0002-1184-0828)
Institutions
- Nankai University (CN)
- State Key Laboratory of Chemical Engineering (CN)
- State Key Laboratory of Medicinal Chemical Biology
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-02
- DOI
- https://doi.org/10.1021/acs.orglett.5c01664
- Citations
- 6
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 3.22
Funders
- National Natural Science Foundation of China
- Nankai University
- Fundamental Research Funds for the Central Universities
- Tianjin Science and Technology Program
- Science Fund for Distinguished Young Scholars of Tianjin