Issue 0, 1972

The meliacins (limonoids). Acid-catalysed reactions of meliacin epoxides

Abstract

Meliacin 14,15-epoxides in which ring D is a δ-lactone are stable to acid if C-7 carries an oxo- or an acetoxy-function. However, such compounds having a 7α- or 7 β-hydroxy-group undergo ready acid-catalysed rearrangements not hitherto observed. The 1,2-epoxy-3-oxo-system, in the absence of the 14,15-epoxide function, is slowly hydrolysed by acid to a diol. Structures have been assigned to the products of the rearrangement reactions.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1972, 1084-1088

The meliacins (limonoids). Acid-catalysed reactions of meliacin epoxides

D. E. U. Ekong and M. D. Selema, J. Chem. Soc., Perkin Trans. 1, 1972, 1084 DOI: 10.1039/P19720001084

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