Publications [#233553] of Andrew T. McPhail

Journal Articles

  1. McPhail, AT; Onan, KD; Gross, PM, "Structure and absolute configuration of florilenalin: X-ray analysis of 4-O-acetyl-2-O-p-iodobenzoylflorilenalin", Journal of the Chemical Society Perkin Transactions 2January,, 1975(5), 492-496, Royal Society of Chemistry (RSC) [Gateway.cgi], [doi].
    (last updated on 2026/01/21)

    Abstract:
    X-Ray single-crystal analysis has established the structure and absolute configuration of (IV), the 4-O-acetyl-2-O-p-iodobenzoyl derivative of florilenalin (II), a cytotoxic guaianolide from Helenium automnale L. Crystals are orthorhombic, space group P212121 with a = 14.40(2), b = 22.62(3), c = 7.37(1) Å, Z = 4. The structure was solved by the heavy-atom method and refined by full-matrix least-squares calculations to R 0.086 over 1109 reflections from photographic data. The absolute configuration was established by the anomalous dispersion effect. The cycloheptane ring adopts a chair conformation, the cyclopentane ring is in an envelope form, and the γ-lactone ring is approximately planar.