Hypophosphite mediated carbon–carbon bond formation: total synthesis of epialboatrin and structural revision of alboatrin

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Stephen R. Graham, John A. Murphy and Alan R. Kennedy


Abstract

1-Ethylpiperidine hypophosphite (1-EPHP) has been used in the key radical-cyclisation step in a 6-step synthesis of the phytotoxic metabolite alboatrin and its epimer from orcinol. The synthesis demonstrates that the stereochemistry of the structure initially proposed for alboatrin requires revision.


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