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  • Title: An Approach to Modify 14-Membered Lactone Macrolide Antibiotic Scaffolds.
    Author: Janas A, Pyta K, Gdaniec M, Przybylski P.
    Journal: J Org Chem; 2022 Mar 04; 87(5):3758-3761. PubMed ID: 35020381.
    Abstract:
    A ketolide derivative with (12R)-configuration was obtained via a novel ketene acetal in acidic conditions. The structure of this atypical β-keto ketene acetal intermediate within the macrocyclic system has been determined by NMR and X-ray methods. The use of basic conditions at an elevated temperature yielded new, doubly α,β-unsaturated ketone macrolide derivatives with (4E)-configuration as two conformational isomers of folded-in or folded-out conformations.
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