Publications [#233600] of Andrew T. McPhail

Journal Articles

  1. Coggon, P; McPhail, AT, "Structure and Absolute Configuration of Fraxinellone: X-Ray Analysis of 9β-Bromofraxinellone", J. Chem. Soc. B, 1970, 1521-1524, Royal Society of Chemistry (RSC) [doi].
    (last updated on 2026/01/21)

    Abstract:
    X-Ray crystal-structure analysis of 9β-bromofraxinellone has defined the absolute stereochemistry of fraxinellone. The crystals are monoclinic, space group P21, with two molecules of the bromo-derivative in a unit cell of dimensions a = 9.98, b = 8.00, c = 9.73 Å, β= 119.3°. Atomic co-ordinates were determined by Fourier and least-squares calculations, the final R value over 1023 independent reflexions being 0.117. The absolute configuration is in accord with the theory that fraxinellone is a degraded limonoid. The molecule contains a cyclohexene ring in an envelope-like conformation; the γ-lactone ring is intermediate between a half-chair form and an envelope form.