Reactions of β-lactones with potassium alkoxides and their complexes with 18-crown-6 in aprotic solvents
P Kurcok, Z Jedlinski, M Kowalczuk
Index: Kurcok, Piotr; Jedlinski, Zbigniew; Kowalczuk, Marek Journal of Organic Chemistry, 1993 , vol. 58, # 16 p. 4219 - 4220
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Citation Number: 17
Abstract
The mechanism of the reaction of@-lactones (2-oxetanones) with potassium alkoxides in aprotic solvents was investigated. Despite previous suggestions, the attack of alkoxide ion occurs on the carbonyl carbon atom of 8-lactones, cleaving the acyl-oxygen bond to yield the corresponding potassium alcoholate of the respective O-hydroxycarboxylic acid ester. Next, the unsaturated ester is formed due to potassium hydroxide elimination. The nature ...
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