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Highly Efficient Regio-Selective Ring-Opening Nucleophilic Fluorination of Aziridines and Azetidines: Access to β- or γ-Fluorinated Amino Acid Derivatives

Abstract

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

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Publication details

The article was received on 23 Jan 2019, accepted on 14 Mar 2019 and first published on 14 Mar 2019


Article type: Paper
DOI: 10.1039/C9OB00172G
Citation: Org. Biomol. Chem., 2019, Accepted Manuscript

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    Highly Efficient Regio-Selective Ring-Opening Nucleophilic Fluorination of Aziridines and Azetidines: Access to β- or γ-Fluorinated Amino Acid Derivatives

    L. Zhu, J. Xiong, J. An, N. Chen, J. Xue and X. Jiang, Org. Biomol. Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9OB00172G

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