These tools will no longer be maintained as of December 31, 2024. Archived website can be found here. PubMed4Hh GitHub repository can be found here. Contact NLM Customer Service if you have questions.


Pubmed for Handhelds

PUBMED FOR HANDHELDS

Search MEDLINE/PubMed

  • Title: The naturally occurring ketene acetal benesudon: total synthesis and assignment of relative and absolute stereochemistry.
    Author: Clive DL, Minaruzzaman, Yang H.
    Journal: J Org Chem; 2008 Sep 05; 73(17):6743-52. PubMed ID: 18672939.
    Abstract:
    The densely functionalized ketene acetal benesudon, which is a bioactive fungal metabolite, was synthesized from D-glucose by a route involving radical cyclization to form the five-membered ring, and oxidative decarboxylation to generate the key central double bond. The originally suggested stereochemistry for the quaternary center C(5) must be revised, as both C(5) epimers were prepared and a comparison with an authentic sample was made. The absolute configuration of benesudon is 4S,5R,6S.
    [Abstract] [Full Text] [Related] [New Search]