Publications [#233310] of Andrew T. McPhail

Journal Articles

  1. Nakano, T; Aracelis Maillo, M; Usubillaga, A; McPhail, AT; McPhail, DR, "Rearrangements of methyl 9β-hydroxy-11-oxo-(-)-kauran-19-oate to diterpene skeletons with new ring systems", Tetrahedron LettersDecember,, 1991, 32(52), 7667-7670, Elsevier BV [Gateway.cgi], [doi].
    (last updated on 2026/01/21)

    Abstract:
    On treatment with boron trifluoride etherate-acetic anydride-acetic acid, the 9β-hydroxy-11-oxo derivative 1c of methyl(-)-kaur-9(11)-en-19-oate did not form a pinacolic type of rearrangement product (B-homo derivative), but instead it yielded compounds 2 and 3. With boron trifluoride etherate-acetic anhydride, however, compound 1c underwent a profound backbone rearrangement leading to the formation of compound 4a. © 1991.