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- W3182036929 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 sp3–sp2 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 in vivo profiling in murine models of infection." @default.
- W3182036929 created "2021-07-19" @default.
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- W3182036929 date "2021-07-15" @default.
- W3182036929 modified "2023-10-10" @default.
- W3182036929 title "Practical Gram-Scale Synthesis of Iboxamycin, a Potent Antibiotic Candidate" @default.
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- W3182036929 doi "https://doi.org/10.1021/jacs.1c03529" @default.
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