Synthesis of Cyclopropyl Carbocyclic Nucleosides via P(NMe<sub>2</sub>)<sub>3</sub>-Mediated Reductive Cyclopropanation
We have successfully developed P(NMe<sub>2</sub>)<sub>3</sub>-mediated reductive cyclopropanation, which provides a new, facile, and efficient protocol for the synthesis of cyclopropyl carbocyclic nucleosides, wherein the cyclopropyl group is linked to the nucleobase via a methylene group. This method utilizes safe, commercially available α-keto esters for metal-free cyclopropanation under mild conditions with high yield and diastereoselectivity, demonstrating broad applicability and practical utility in carbocyclic nucleoside synthesis.
Authors
- Xueguo Liu
- Ke‐Xin Huang (ORCID: https://orcid.org/0000-0002-6942-0164)
- Ya-Xuan Yu (ORCID: https://orcid.org/0009-0005-3993-9271)
- Jia Du (ORCID: https://orcid.org/0000-0002-9233-5961)
- Zhaoyang Chen (ORCID: https://orcid.org/0000-0002-8123-5340)
- Mengcheng Zhang
Institutions
- Xinyang Normal University (CN)
- Nanyang Institute of Technology (CN)
- Chemical Pharmaceutical Research Institute (BG)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-08-27
- DOI
- https://doi.org/10.1021/acs.joc.5c01138
- Citations
- 2
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 1.87
Funders
- National Natural Science Foundation of China
- Henan Provincial Science and Technology Research Project