Facile access to chiral <i>anti</i>-1,2-diol derivatives <i>via</i> Ir-catalyzed asymmetric hydrogenation of α-alkoxy-β-ketoesters
The iridium-catalyzed asymmetric hydrogenation of α-alkoxy-β-ketoesters <i>via</i> dynamic kinetic resolution has been achieved with high efficiency and enantioselectivity. This strategy allows for the synthesis of differentiated <i>anti</i>-1,2-diol derivatives in high yields, exhibiting excellent enantio- and diastereoselectivity (up to 99% yield, 99% ee, and 99 : 1 dr). Additionally, high turnover number (TON) experiments (up to 1000 TON) and gram-scale synthesis of a key fragment of the potential drug Tesaglitazar were successfully performed, highlighting the protocol's potential for broader applications.
Authors
- Gen‐Qiang Chen (ORCID: https://orcid.org/0000-0003-2276-6800)
- Xumu Zhang (ORCID: https://orcid.org/0000-0001-5700-0608)
- Bin Lü (ORCID: https://orcid.org/0000-0003-4691-3326)
- Yuanzheng Wang (ORCID: https://orcid.org/0000-0001-9930-1660)
Institutions
- Southern University of Science and Technology (CN)
- Ji Hua Laboratory (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2024-12-12
- DOI
- https://doi.org/10.1039/d4cc05644b
- Citations
- 2
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.32
Funders
- Natural Science Foundation of Shenzhen City
- Science and Technology Foundation of Shenzhen City
- National Natural Science Foundation of China
- National Key Research and Development Program of China
- Guangzhou Science and Technology Innovation Center
- Basic and Applied Basic Research Foundation of Guangdong Province