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Issue 9, 1976
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Structural investigation of lac resin. Part X. Structure and stereochemistry of methyl laccolate γ-lactone and its epimer

Abstract

The structure and stereochemistry of two lactones obtained by esterification of the gum resulting from the alkaline fission of shellac are discussed. They are the 8-epimers of 9,13-epoxy-10β-hydroxycedrane-12,15-dioic acid 12,10-lactone 15-methyl ester and appear to have been formed from shellolic acid by intramolecular addition of the hydroxymethyl group to the double bond of the αβ-unsaturated carbonyl system. Methyl esters of laksholic and 2-epi-laksholic acids, previously described as gums, have been obtained crystalline and characterised as derivatives.

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Article type: Paper
DOI: 10.1039/P19760000967
J. Chem. Soc., Perkin Trans. 1, 1976, 967-971

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    Structural investigation of lac resin. Part X. Structure and stereochemistry of methyl laccolate γ-lactone and its epimer

    G. B. V. Subramanian, N. Sriram, V. S. Chauhan, J. Iqbal and K. N. Ganesh, J. Chem. Soc., Perkin Trans. 1, 1976, 967
    DOI: 10.1039/P19760000967

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