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- W4233227675 abstract "A gram-scale synthesis of iboxamycin, an antibiotic candidate bearing a fused bicyclic amino acid residue, is presented. A pivotal transformation in the route involves an intramolecular hydrosilylation–oxidation sequence to set the ring-fusion stereocenters of the bicyclic scaffold. Other notable features of the synthesis include a high-yielding, highly diastereoselective alkylation of a pseudoephenamine amide, a convergent sp<sup>3</sup>–sp<sup>2</sup> Negishi coupling, and a one-pot transacetalization–reduction reaction to form the target compound’s oxepane ring. Implementation of this synthetic strategy has provided ample quantities of iboxamycin to allow for its <i>in vivo</i> profiling in murine models of infection." @default.
- W4233227675 created "2022-05-12" @default.
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- W4233227675 date "2021-04-01" @default.
- W4233227675 modified "2023-09-26" @default.
- W4233227675 title "Practical Synthesis of Iboxamycin, a Potent Antibiotic Candidate, in Amounts Suitable for Studies in Animal Infection Models" @default.
- W4233227675 doi "https://doi.org/10.26434/chemrxiv.14333411" @default.
- W4233227675 hasPublicationYear "2021" @default.
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