Synergism of anisotropic and computational NMR methods reveals the likely configuration of phormidolide A. Issue 55 (10th June 2020)

• Record Type: Journal Article
• Authors: Ndukwe, Ikenna E.; Wang, Xiao; Lam, Nelson Y. S.; Ermanis, Kristaps; Alexander, Kelsey L.; Bertin, Matthew J.; Martin, Gary E.; Muir, Garrett; Paterson, Ian; Britton, Robert; Goodman, Jonathan M.; Helfrich, Eric J. N.; Piel, Jörn; Gerwick, William H.; Williamson, R. Thomas
• Is Part Of: Chemical communications. Volume 56:Issue 55(2020)
• Page Start: 7565
• Page End: 7568
• Publication Date: 2020-06-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d0cc03055d
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A combined computational and anisotropic NMR investigation defined likely configuration of phormidolide. Abstract : Characterization of the complex molecular scaffold of the marine polyketide natural product phormidolide A represents a challenge that has persisted for nearly two decades. In light of discordant results arising from recent synthetic and biosynthetic reports, a rigorous study of the configuration of phormidolide A was necessary. This report outlines a synergistic effort employing computational and anisotropic NMR investigation, that provided orthogonal confirmation of the reassigned side chain, as well as supporting a further correction of the C7 stereocenter.