Jump to main content
Jump to site search

Issue 25, 2016
Previous Article Next Article

Toward the stereochemical assignment and synthesis of hemicalide: DP4f GIAO-NMR analysis and synthesis of a reassigned C16–C28 subunit

Author affiliations

Abstract

Using the DP4f GIAO-NMR method, the stereochemistry of hemicalide was computationally analysed, resulting in a reassignment at C18 as supported by improved NMR shift correlations with a model C13–C25 fragment 23. An advanced C16–C28 subunit 6 of this potent anticancer agent was then synthesised with the revised 18,19-syn relationship.

Graphical abstract: Toward the stereochemical assignment and synthesis of hemicalide: DP4f GIAO-NMR analysis and synthesis of a reassigned C16–C28 subunit

Back to tab navigation

Supplementary files

Publication details

The article was received on 03 Feb 2016, accepted on 01 Mar 2016 and first published on 01 Mar 2016


Article type: Communication
DOI: 10.1039/C6CC01074A
Citation: Chem. Commun., 2016,52, 4632-4635
  • Open access: Creative Commons BY license
  •   Request permissions

    Toward the stereochemical assignment and synthesis of hemicalide: DP4f GIAO-NMR analysis and synthesis of a reassigned C16–C28 subunit

    C. I. MacGregor, B. Y. Han, J. M. Goodman and I. Paterson, Chem. Commun., 2016, 52, 4632
    DOI: 10.1039/C6CC01074A

    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