Jump to main content
Jump to site search

Issue 8, 2014
Previous Article Next Article

Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine

Author affiliations

Abstract

The syntheses of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine from the readily available neamine and paromamine are described. Different approaches for the introduction of fluorine such as the use of DAST, sulfonic esters displacement, and epoxide ring opening by fluoride anion were studied. Examples of anchimeric assistance and ring contraction in the aminoglycoside series are highlighted.

Graphical abstract: Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 Feb 2014, accepted on 26 Mar 2014 and first published on 15 Apr 2014


Article type: Concise Article
DOI: 10.1039/C4MD00072B
Author version
available:
Download author version (PDF)
Citation: Med. Chem. Commun., 2014,5, 1166-1171
  •   Request permissions

    Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine

    S. Hanessian, O. M. Saavedra, M. A. Vilchis-Reyes and A. M. Llaguno-Rueda, Med. Chem. Commun., 2014, 5, 1166
    DOI: 10.1039/C4MD00072B

Search articles by author

Spotlight

Advertisements