Organocatalytic Enantioselective Arylation to Access Densely Aryl-Substituted P-Stereogenic Centers
Although methods for synthesizing chiral phosphorus scaffolds are available, the potential of this molecular chirality remains largely unexplored. Herein, we present a remote desymmetrization of prochiral biaryl phosphine oxides through an organocatalytic asymmetric arylation. This metal-free approach enables the efficient synthesis of a wide range of densely functionalized P(V)-stereogenic compounds with good to excellent yields and satisfactory enantioselectivities. Mechanistic studies reveal that hydrogen bonding and ion-pairing interactions are crucial for achieving precise stereocontrol in this transformation.
Authors
- Zhishan Su (ORCID: https://orcid.org/0000-0001-5168-3823)
- Tianli Wang (ORCID: https://orcid.org/0000-0002-8431-9048)
- Zhipeng Xu (ORCID: https://orcid.org/0000-0002-2048-3789)
- Huilin Hu (ORCID: https://orcid.org/0009-0004-9100-0184)
- Jia‐Hong Wu
- Siqiang Fang
- Jiajia He (ORCID: https://orcid.org/0000-0003-0073-7689)
- Xingjie Luo
Institutions
- Sichuan University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-12-23
- DOI
- https://doi.org/10.1021/acs.orglett.4c03992
- Citations
- 10
- Primary Topic
- Asymmetric Synthesis and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.50
Funders
- National Natural Science Foundation of China
- Sichuan University
- Natural Science Foundation of Sichuan Province
- Fundamental Research Funds for the Central Universities
- Science Fund for Distinguished Young Scholars of Sichuan Province