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Issue 55, 2020

Synergism of anisotropic and computational NMR methods reveals the likely configuration of phormidolide A

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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.

Graphical abstract: Synergism of anisotropic and computational NMR methods reveals the likely configuration of phormidolide A

Supplementary files

Article information


Submitted
27 Apr 2020
Accepted
02 Jun 2020
First published
02 Jun 2020

Chem. Commun., 2020,56, 7565-7568
Article type
Communication

Synergism of anisotropic and computational NMR methods reveals the likely configuration of phormidolide A

I. E. Ndukwe, X. Wang, N. Y. S. Lam, K. Ermanis, K. L. Alexander, M. J. Bertin, G. E. Martin, G. Muir, I. Paterson, R. Britton, J. M. Goodman, E. J. N. Helfrich, J. Piel, W. H. Gerwick and R. T. Williamson, Chem. Commun., 2020, 56, 7565 DOI: 10.1039/D0CC03055D

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