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The Acid‐catalyzed Isomerization of an α‐Ketoester into β‐Ketoesters and the Unusual Fragmentation of an α‐Ketoester. Preliminary communication
Author(s) -
Kagan Jacques,
Agdeppa Dalmacio A.
Publication year - 1972
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19720550649
Subject(s) - chemistry , isomerization , benzophenone , fragmentation (computing) , catalysis , ethyl ester , organic chemistry , medicinal chemistry , computer science , operating system
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.