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Acid-catalyzed rearrangements of some 1,6-diketones

✍ Scribed by Shirong Zhu; Shaun Pardi; Theodore Cohen

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
81 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

2-(4-Ketoalkyl)cyclopentanones, when subjected to the action of 1 M H 2 SO 4 at reflux, undergo ring cleavage and formation reactions to give 4-(1-cyclopentenyl)butanoic acids. When the starting ring is six-membered instead, a bicyclic enone results. Mechanistic discussion and some experimental tests are put forth.

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