Jump to main content
Jump to site search

Issue 10, 2008
Previous Article Next Article

The role of chemical synthesis in structure elucidation of oxasqualenoids

Author affiliations

Abstract

Recently, highly oxidized and structurally diverse triterpene polyethers, which are thought to be biogenetically squalene-derived natural products (oxasqualenoids), have been isolated from both marine and terrestrial organisms. However, it is often difficult to determine their stereostructures even by the current, highly advanced spectroscopic methods, especially in acyclic systems including stereogenic quaternary carbon centers. In such cases, it is effective to predict and synthesize the possible stereostructures. Herein, we report total assignments of the previously incomplete stereostructures of an epoxy tri-THF diol, intricatetraol and enshuol, members of the oxasqualenoids, through the first asymmetric total syntheses of the natural products, the configurations of which are difficult to determine by other means. Since this article is basically written as a communication without detailed experimental procedures and spectroscopic data, original papers with full data should follow.

Graphical abstract: The role of chemical synthesis in structure elucidation of oxasqualenoids

Back to tab navigation

Publication details

The article was received on 21 Jan 2008, accepted on 27 Feb 2008 and first published on 17 Mar 2008


Article type: Emerging Area
DOI: 10.1039/B801126E
Citation: Org. Biomol. Chem., 2008,6, 1709-1719
  •   Request permissions

    The role of chemical synthesis in structure elucidation of oxasqualenoids

    Y. Morimoto, Org. Biomol. Chem., 2008, 6, 1709
    DOI: 10.1039/B801126E

Search articles by author

Spotlight

Advertisements