Literature DB >> 30916695

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

Liping Zhu1, Jiale Xiong, Junkai An, Nannan Chen, Jijun Xue, Xianxing Jiang.   

Abstract

Herein, we have presented a facile and efficient method of ring-opening nucleophilic fluorination of aziridines, affording highly regio-selective β-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 β-fluoro-α-amino acid derivatives, which could be used for the preparation of peptide-based bioactive molecules.

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Year:  2019        PMID: 30916695     DOI: 10.1039/c9ob00172g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  1 in total

1.  Synthesis of tertiary alkyl fluorides and chlorides by site-selective nucleophilic ring-opening reaction of α-aryl azetidinium salts.

Authors:  Eiji Tayama; Kohei Kawai
Journal:  RSC Adv       Date:  2021-12-13       Impact factor: 3.361

  1 in total

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