The Acid-catalyzed Isomerization of an α-Ketoester into β-Ketoesters and the Unusual Fragmentation of an α-Ketoester. Preliminary communication
The first example of an acid‐catalyzed isomerization of an α‐ketoester into β‐ketoesters is described. Ethyl 2‐keto‐3,3‐diphenylbutyrate rearranged in fluorosulfonic acid at 0° into ethyl 2‐benzoyl‐2‐phenylpropionate and ethyl 2,2‐diphenylacetoacetate. In contrast, fragmentation of ethyl 3,3‐dipheny...
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Veröffentlicht in: | Helvetica chimica acta 1972-07, Vol.55 (6), p.2255-2257 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | The first example of an acid‐catalyzed isomerization of an α‐ketoester into β‐ketoesters is described. Ethyl 2‐keto‐3,3‐diphenylbutyrate rearranged in fluorosulfonic acid at 0° into ethyl 2‐benzoyl‐2‐phenylpropionate and ethyl 2,2‐diphenylacetoacetate. In contrast, fragmentation of ethyl 3,3‐diphenylpyruvate to benzophenone occurred in the same conditions. |
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ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.19720550649 |