Jump to main content
Jump to site search

Issue 48, 2014
Previous Article Next Article

A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

Author affiliations

Abstract

A facile route has been established for the synthesis of indole-substituted (S)-tryptophans from corresponding indoles, which utilizes a chiral auxiliary-facilitated Strecker amino acid synthesis strategy. The chiral auxiliary reagents evaluated were (S)-methylbenzylamine and related derivatives. To illustrate the robustness of the method, eight optically pure (S)-tryptophan analogues were synthesized, which were subsequently used for the convergent synthesis of a potent antibacterial agent, argyrin A and its analogues.

Graphical abstract: A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

Back to tab navigation

Supplementary files

Publication details

The article was received on 02 Oct 2014, accepted on 22 Oct 2014 and first published on 22 Oct 2014


Article type: Communication
DOI: 10.1039/C4OB02107J
Author version
available:
Download author version (PDF)
Org. Biomol. Chem., 2014,12, 9764-9768
  • Open access: Creative Commons BY license
  •   Request permissions

    A facile approach to tryptophan derivatives for the total synthesis of argyrin analogues

    C. Chen, S. Genapathy, P. M. Fischer and W. C. Chan, Org. Biomol. Chem., 2014, 12, 9764
    DOI: 10.1039/C4OB02107J

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements