4.6 Article

Highly efficient regio-selective ring-opening nucleophilic fluorination of aziridines and azetidines: access to β- or γ-fluorinated amino acid derivatives

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 15, Pages 3797-3804

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob00172g

Keywords

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Funding

  1. National Natural Science Foundation of China [91853106]
  2. Program for Guangdong Introducing Innovative and Enterpreneurial Teams [2016ZT06Y337]
  3. Fundamental Research Funds for the Central Universities [lzujbky-2014-61]
  4. Thousand Young Talents Program

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Herein, we have presented a facile and efficient method of ring-opening nucleophilic fluorination of aziridines, affording highly regio-selective beta-fluorinated amines. Firstly, the example of ring-opening hydrofluorination of azetidines was reported. Then, the Olah's reagent also provided a promising method for the construction of enantioenriched beta-fluoro-alpha-amino acid derivatives, which could be used for the preparation of peptide-based bioactive molecules.

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