Dakin-West reaction
The Dakin-West reaction is an organic reaction used to convert an amino acid and an anhydride to an acylamino ketone using a base and thermal conditions. The reaction begins with acylation of the amino acid on both terminals, first on the amine group, and then on the carboxylic acid group. An intramolecular reaction then follows to give a lactone intermediate. A series of addition and elimination steps and the release of carbon dioxide gas provide the acylamino ketone product.[1][2][3]
Mechanism
References:
1. |
Dakin, H. D.; West, R.
J. Biol. Chem.
1928,
78,
91
|
2. |
Dakin, H. D.; West, R.
J. Biol. Chem.
1928,
78,
745
|
3. |
Dakin, H. D.; West, R.
J. Biol. Chem
1928,
78,
757
|