Publications [#233302] of Andrew T. McPhail

Journal Articles

  1. Cooper, AB; Wang, J; Saksena, AK; Girijavallabhan, V; Ashit, KG; Tze-Ming, C; McPhail, AT, "Synthesis of (+)-8-methyl cercosporamide: Stereochemical correlation of natural (-)-cercosporamide with (+)-usnic acid", TetrahedronJune,, 1992, 48(23), 4757-4766, Elsevier BV [Gateway.cgi], [doi].
    (last updated on 2026/01/21)

    Abstract:
    The absolute configuration of the antifungal antibiotic cercosporamide was established as C-9b-(-)-(S) by correlation with synthetic (+)-8-methylcercosporamide. This was accomplished via conversion of the isoxazole (6) available from (+)-usnic acid. Structure revision of the key isoxazole (6), previously assigned structure (5), is described; some of the 13C-assignments for usnic acid made by previous workers have also been corrected. © 1992.