Kelly David R, Roberts Stanley M
Department of Chemistry, Cardiff University, P. O. Box 912, Cardiff, Wales, UKCF10 3TB.
Chem Commun (Camb). 2004 Sep 21(18):2018-20. doi: 10.1039/b404390c. Epub 2004 Aug 25.
Catalysis in the Julia-Colonna epoxidation of alpha,beta-unsaturated ketones is due to binding of the hydroperoxide enolate intermediate by the three N-terminal amidic N-H groups of alpha-helical poly-leucine; the N-terminal pair forms an oxy-anion hole, whilst the third aids displacement of hydroxide.
在α,β-不饱和酮的Julia-Colonna环氧化反应中,催化作用是由于α-螺旋聚亮氨酸的三个N端酰胺基N-H基团与氢过氧化物烯醇盐中间体结合所致;N端的一对基团形成一个氧负离子空穴,而第三个基团则有助于氢氧根的取代。