The loss of CO2 (decarboxylation) from a ß-keto acid happens frequently in biological chemistry and takes place by a mechanism that is closely related to a retroaldol reaction. Propose a mechanism for the following reaction assuming there is an active site acid (HA) available: hel CH,CO2 D₂C B -0₂C CO₂ + CO₂

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 35MP: One step in the urea cycle for ridding the body of ammonia is the conversion of argininosuccinate to...
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The loss of CO2 (decarboxylation) from a ß-keto acid happens frequently in
biological chemistry and takes place by a mechanism that is closely related to
a retroaldol reaction. Propose a mechanism for the following reaction
assuming there is an active site acid (HA) available:
hel
CH2CO2
0₂C B
-0₂C
CO₂
+
CO₂
Transcribed Image Text:The loss of CO2 (decarboxylation) from a ß-keto acid happens frequently in biological chemistry and takes place by a mechanism that is closely related to a retroaldol reaction. Propose a mechanism for the following reaction assuming there is an active site acid (HA) available: hel CH2CO2 0₂C B -0₂C CO₂ + CO₂
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