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

Accepted version
Peer-reviewed

Type

Article

Change log

Authors

Wang, Xiao 
Ermanis, Kristaps 
Alexander, Kelsey L  ORCID logo  https://orcid.org/0000-0002-4727-5349

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.

Description

Keywords

Anisotropy, Macrolides, Magnetic Resonance Spectroscopy, Molecular Conformation, Stereoisomerism

Journal Title

Chem Commun (Camb)

Conference Name

Journal ISSN

1359-7345
1364-548X

Volume Title

56

Publisher

Royal Society of Chemistry (RSC)

Rights

All rights reserved
Sponsorship
Isaac Newton Trust (17.08(D))
Leverhulme Trust (ECF-2017-255)