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

Subramanian, G. B. V. ; Sriram, N. ; Chauhan, V. S. ; Iqbal, Javed ; Ganesh, K. N. (1976) Structural investigation of lac resin. Part X. Structure and stereochemistry of methyl laccolate γ-lactone and its epimer Journal of the Chemical Society, Perkin Transactions 1 (9). pp. 967-971. ISSN 0300-922X

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Official URL: http://www.rsc.org/publishing/journals/article.asp...

Related URL: http://dx.doi.org/10.1039/P19760000967

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 α β-unsaturated carbonyl system. Methyl esters of laksholic and 2-epi-laksholic acids, previously described as gums, have been obtained crystalline and characterised as derivatives.

Item Type:Article
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ID Code:10861
Deposited On:09 Nov 2010 04:40
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