
將α-氨基酸和醋酸酐在堿性條件(吡啶)下反應通過噁唑啉(氨基酸內酯)中間體生成α-乙酰基氨基甲基酮并放出二氧化碳的反應。
反應機理

反應實例


利用雜多酸作為催化劑,乙腈作反應物的綠色Dakin-West反應。
參考文獻
1. Dakin, H. D.; West, R. J. Biol. Chem. 1928, 78, 91, 745, and 757. In 1928, Henry Dakin and Rudolf West, a clinician, reported on the reaction of α-amino acids with acetic anhydride to give α-acetamido ketones via azalactone intermediates. Interestingly, one year before this paper by Dakin and West, Levene and Steiger had observed both tyrosine and α-phenylananine gave “abnormal” products when acetylated under these conditions.2,3 Unfortunately, they were slow to identify the products and lost an opportunity to be immortalized by a name reaction.【1928年, Henry Dakin和臨床醫生Rudolf West報道了α-氨基酸和乙酸酐通過氨基酸內酯中間體得到α-乙酰基氨基酮的反應。有趣的是,早在Dakin和West的論文發表之前一年之前,Levene 和Steiger就觀察到絡氨酸和α-苯丙氨酸在此條件下乙酰基化會生成一些“奇怪的”產物,但是不幸的是,他們沒有很快分離出此產物而錯過了被命名反應的機會。】
2. Buchanan, G. L. Chem. Soc. Rev. 1988, 17, 91–109. (Review).
3. Jung, M. E.; Lazarova, T. I. J. Org. Chem. 1997, 62, 1553–1555.
4. Kawase, M.; Hirabayashi, M.; Koiwai, H.; Yamamoto, K.; Miyamae, H. Chem.
Commun. 1998, 641–642.
5. Kawase, M.; Hirabayashi, M.; Saito, S. Recent Res. Dev. Org. Chem. 2001, 4,







