Jump to main content
Jump to site search

Issue 36, 2013
Previous Article Next Article

First synthesis of antitumoral dasyscyphin B

Author affiliations

Abstract

The first synthesis of dasyscyphin B, an antitumoral metabolite obtained from the ascomycete Dasyscyphus niveus, has been achieved starting from commercial abietic acid. The key steps of the synthetic sequence are the diastereoselective α-methylation of a ketoaldehyde, followed by an intramolecular aldol condensation and the further Diels–Alder cycloaddition of a dienol ester. The procedure reported will allow the synthesis of related metabolites functionalized in the A ring.

Graphical abstract: First synthesis of antitumoral dasyscyphin B

Back to tab navigation

Supplementary files

Publication details

The article was received on 21 Jun 2013, accepted on 22 Jul 2013 and first published on 23 Jul 2013


Article type: Paper
DOI: 10.1039/C3OB41290C
Org. Biomol. Chem., 2013,11, 6176-6185
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    First synthesis of antitumoral dasyscyphin B

    A. Akhaouzan, A. Fernández, A. I. Mansour, E. Alvarez, A. Haidöur, R. Alvarez-Manzaneda, R. Chahboun and E. Alvarez-Manzaneda, Org. Biomol. Chem., 2013, 11, 6176
    DOI: 10.1039/C3OB41290C

    This article is licensed under a Creative Commons Attribution-NonCommercial 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 and it is not used for commercial purposes.

    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