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  • Title: Hydroxylamine-Mediated Anthrapyranone Formation, Solving 5-exo/6-endo Issue toward Synthesis of Pluramycin-Class Antibiotics.
    Author: Shimura J, Ando Y, Suzuki K.
    Journal: Org Lett; 2020 Jan 03; 22(1):175-179. PubMed ID: 31841345.
    Abstract:
    In our synthetic study on pluramycin-class antibiotics, an unexpected issue arose, i.e., unfavorable regioselectivity of 5-exo rather than 6-endo cyclization to form the pyranone ring. The issue was solved by an addition-elimination process of a phenol-ynone substrate. AZADOL was specifically effective, enabling the first synthesis of saptomycinone H.
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