Publications [#233470] of Andrew T. McPhail

Journal Articles

  1. McCombie, SW; Ganguly, AK; Girijavallabhan, VM; Jeffrey, PD; Lin, S; Pinto, P; McPhail, AT, "Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations", Tetrahedron LettersJanuary,, 1981, 22(36), 3489-3492, Elsevier BV [Gateway.cgi], [doi].
    (last updated on 2025/07/05)

    Abstract:
    Stereocontrolled syntheses of the diastereoisomeric 6-(1-hydroxyethyl)-2-ethylthio and 2-(2-aminoethylthio)-penem-3-carboxylates from a common monocyclic azetidinone precursor are described. Cu (I)-promoted cyclisation of suitable N/C-3 secopenems is shown to yield "isopenems" (7-oxo-2-thia-1-azabicyc1o[3.2.0]-hept-3-enes) as the sole bicyclic product. © 1981.