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- Title
Synthesis of Chiral Cyclopropyl Carbocyclic Purine Nucleosides via Asymmetric Intramolecular Cyclopropanations Catalyzed by a Chiral Ruthenium(II) Complex.
- Authors
Huang, Ke ‐ Xin; Xie, Ming ‐ Sheng; Zhao, Guo ‐ Feng; Qu, Gui ‐ Rong; Guo, Hai ‐ Ming
- Abstract
The synthesis of chiral cyclopropyl carbocyclic purine nucleoside analogues via the highly enantioselective intramolecular cyclopropanation reactions has been reported. With a chiral ruthenium(II)-phenyloxazoline complex as the catalyst, cyclopropyl carbocyclic purine nucleoside analogues containing three contiguous stereocenters were obtained with up to 99% yield and 99% ee. Furthermore, a chiral cyclopropyl carbocyclic adenosine nucleoside having anti-BLV activity could be synthesized in a concise manner using this strategy.
- Subjects
CYCLOPROPYL compounds; NUCLEOSIDES; ENANTIOSELECTIVE catalysis; CYCLOPROPANATION; CHEMICAL synthesis
- Publication
Advanced Synthesis & Catalysis, 2016, Vol 358, Issue 22, p3627
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201600377