Rhodium-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of α-Nitro Ketones
A catalytic protocol for the enantioselective hydrogenation and transfer hydrogenation of α-nitro ketones was developed, providing a wide range of β-nitro-α-phenylethanols with high yields and excellent enantioselectivities (up to 98% yield and up to >99.9% ee). Compatibility with a wide range of solvents and bases demonstrates the robustness of this reaction. The synthetic potential of the protocol was demonstrated by the high TON experiment as well as the application in the synthesis of key intermediates of mirabegron (S/C = 10,000, 95% yield, 99% ee).
Authors
- Gen‐Qiang Chen (ORCID: https://orcid.org/0000-0003-2276-6800)
- Hao Sun (ORCID: https://orcid.org/0000-0002-4563-5363)
- Xumu Zhang (ORCID: https://orcid.org/0000-0001-5700-0608)
- Liren Xu
- Virginie Ratovelomanana‐Vidal (ORCID: https://orcid.org/0000-0003-1167-1195)
- Sai Ruan (ORCID: https://orcid.org/0000-0002-7300-0226)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Chimie ParisTech - PSL (FR)
- Université Paris Sciences et Lettres (FR)
- Southern University of Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-11-13
- DOI
- https://doi.org/10.1021/acs.orglett.4c03859
- Citations
- 7
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 1.11
Funders
- National Natural Science Foundation of China
- Science, Technology and Innovation Commission of Shenzhen Municipality
- Southern University of Science and Technology
- Shenzhen Municipal Science and Technology Innovation Council
- National Key Research and Development Program of China
- Basic and Applied Basic Research Foundation of Guangdong Province