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Prephenic Acid: Properties and the Present Status of its Synthesis
Author(s) -
Plieninger H.
Publication year - 1962
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.196203671
Subject(s) - chemistry , salt (chemistry) , biosynthesis , group (periodic table) , organic chemistry , stereochemistry , enzyme
Prephenic acid is an intermediate in the biosynthesis of aromatic compounds. Its synthesis is made difficult by the fact that it is a cyclohexadienol which is easily aromatized by acids and bases. Experiments aimed at its synthesis have led to an as yet inseparable mixture of a little prephenic acid, epiprephenic acid and dihydroprephenic acid (as‐Ba‐salt). Comparison with model compounds indicated that the tertiary carboxyl group and the hydroxyl group are in cis relationship.