Synergism of anisotropic and computational NMR methods reveals the likely configuration of phormidolide A.
Ikenna E NdukweXiao WangNelson Y S LamKristaps ErmanisKelsey L AlexanderMatthew J BertinGary E MartinGarrett MuirIan PatersonRobert A BrittonJonathan M GoodmanEric J N HelfrichJörn PielWilliam H GerwickRobert Thomas WilliamsonPublished in: Chemical communications (Cambridge, England) (2021)
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.