ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Contribution to the study of the behaviour of catechin in alkaline mediumWhen catechin (1) is warmed with aqueous alkali it first undergoes rapid epimerisation. After some time a novel bridged carbocyclic enol, catechinic acid (3) separates out and may be isolated in excellent yield. Eventually catechinic acid isomerises to 2-(3′,4′-dihydroxyphenyl)-3,9-epoxy-6-oxo-bicyclo[3,3,1]-non-7-en-8,9-diol (4) via an open chain anion (5) which is also involved in the epimerisation of catechin. Assignments of structure are given and the equilibria observed are discussed.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19770600522
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