Liebigs Annalen der Chemie

Synthesis of Z??Marginalin and Identification of the Natural Product as the E Isomer

M Barbier

Index: Barbier, Michel Liebigs Annalen der Chemie, 1987 , p. 545 - 546

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Citation Number: 6

Abstract

Abstract The base-catalyzed reaction of p-hydroxybenzaldehyde (1) with (2, 5- dihydroxyphenyl) acetic acid γ-lactone (2) directly gives Z-marginalin (3) with 60% yield. Comparisons of the physical properties with reported data of the substance isolated from the beetle Dytiscus marginalis and of a synthetic product previously obtained through a different method establish the E structure (4) for the natural marginalin.

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