Rh/Hf Cocatalyzed Asymmetric Hydrogenation of 3-Ylidenephthalides with Water
Chiral 3-substituted phthalides are widely present in numerous natural products and display a variety of bioactivities. The asymmetric reduction of 3-ylidenephthalides compounds with water as hydrogen source was developed by a Rh/Hf cocatalytic system, allowing the straightforward preparation of chiral 3-substituted phthalides in good yield with high optical purities. The practical utility of this protocol is demonstrated through gram-scale synthesis and downstream transformation to chiral 1,2-phenylenedimethanols. Moreover, a range of optically enriched chiral deuterated phthalides were synthesized by using D<sub>2</sub>O as a cost-effective deuterium source.
Authors
- Zhenxiu He
- Baomin Fan
- Tao Xiong (ORCID: https://orcid.org/0000-0002-5476-4036)
- Jingchao Chen (ORCID: https://orcid.org/0000-0002-6978-497X)
- Qiongtong Yang
- Hekun Yang
Institutions
- Minzu University of China (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-11
- DOI
- https://doi.org/10.1021/acs.orglett.5c03146
- Citations
- 1
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.54
Funders
- National Natural Science Foundation of China
- Yunnan Provincial Science and Technology Department