Pd(II)-Catalyzed Chemo-, Diastereo-, and Enantioselective C(sp<sup>3</sup>)–H Arylation to Construct Contiguous Phosphorus and Carbon Stereocenters
Chiral phosphorus compounds with contiguous <i>P</i>,<i>C</i>-stereogenic centers are widely found in chiral ligands. The synthesis of these skeletons has been scarcely reported. Herein, we developed a Pd(II)-catalyzed chemo-, diastereo-, and enantioselective arylation of diisopropyl phosphinamide enabled by 2-pyridinylisopropyl (PIP) auxiliary and (<i>S</i>)-6,6'-(CN)<sub>2</sub>-SPINOL. A range of chiral phosphinamides containing contiguous <i>P</i>,<i>C</i>-stereocenters were obtained in good yields (up to 85%) with excellent enantioselectivities (up to >99% ee).
Authors
- Bing‐Feng Shi (ORCID: https://orcid.org/0000-0003-0375-955X)
- Tao Zhou (ORCID: https://orcid.org/0000-0001-7258-2845)
- Le‐Song Wu
- Chen-Yue Wang
Institutions
- Hangzhou Normal University (CN)
- Jiaxing University (CN)
- Zhejiang University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-14
- DOI
- https://doi.org/10.1021/acs.orglett.4c02692
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- National Natural Science Foundation of China
- National Key Research and Development Program of China
- Fundamental Research Funds for the Central Universities
- Science and Technology Department of Zhejiang Province
- Natural Science Foundation of Zhejiang Province