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Stereoselective Synthesis of Protected 12‐Membered Macrolide Antibiotic 13E‐Disciformycin B Aglycone
Conflicts of Interest The authors declare no conflicts of interest. Data Availability Statement The data that support the findings of this study are available in the supplementary material of this article. Supporting Information Filename Description ejoc70230-sup-0001-SuppData-S1.pdf2.7 MB Supplementary Material References 1, “Fungal Bioactive Macrolides,” Natural Product Reports 39 (2022): 1591–1621. 2, “Marine Macrolides with Antibacterial and/or Antifungal Activity,” Marine Drugs 17 (2019): 241.
Stereoselective Synthesis of Protected 12‐Membered Macrolide Antibiotic 13E‐Disciformycin B Aglycone
A stereoselective synthesis of protected macrocyclic lactone core structure of 13E-disciformycin B was accomplished in a convergent fashion employing commercially available (4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate, tiglic aldehyde and (R)-Roche ester. Key transformations include an Aldol reaction, CBS reduction, Takai olefination, Julia olefination, Nozaki–Hiyama–Kishi (NHK) reaction, and Yamaguchi esterification reaction.
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