Helvetica chimica acta

The Hydrolysis of Ethyl 1??Methyl??2, 4??cyclopentadiene??1??carboxylate by Nonenzymatic and Enzymatic Methods. Carbon??Carbon vs. Carbon??Oxygen Bond …

U Burger, D Erne??Zellweger, C Mayerl

文献索引：Burger, Ulrich; Erne-Zellweger, Dominique; Mayerl, Christa Helvetica Chimica Acta, 1987 , vol. 70, p. 587 - 592

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被引用次数: 8

摘要

Abstract The title ester 5 is shown to undergo C–C bond cleavage under the conditions of basic ester hydrolysis (KOH/EtOH) with formation of potassium ethyl carbonate (6) and the tautomeric methylcyclopentadienes 7 and 8. In contrast, porcine liver esterase (PLE, EC 3.1. 1.1) cleanly hydrolyses 5 to give the isolable 1-methyl-2, 4-cyclopentadiene-1-carboxylic acid (13). The latter undergoes thermal dimerization with conservation of the geminal- ...