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N,N-二甲基氨甲酰基三甲基硅烷与一系列α-羰基酯在无水无氧、60℃、甲苯作溶剂的条件下反应,合成了α-三甲基硅氧基-α-烷氧羰基酰胺衍生物,收率70%~99%.当α-羰基酯的酯基是含有手性碳的L-薄荷醇酯基时,发现反应具有一定的立体选择性.通过研究反应的影响因素发现,芳环上取代基的性质影响反应的速率和产物的产率.反应所得产物的结构用元素分析、1H NMR、13C NMR和IR等方法进行了表征.提出了可能的反应机理.该反应具有条件温和、副产物少、产物得率高和后处理简单等优点,是有效合成α-烷氧羰基-α-羟基酰胺的新方法.
N, N-dimethylcarbamoyltrimethylsilane was reacted with a series of α-carbonyl esters under the conditions of anhydrous and anaerobic, 60 ℃ and toluene as solvent to synthesize α-trimethylsiloxy-α -alkoxycarbonylamide derivatives in the yield of 70% -99% .If ester group of α-carbonyl ester is L-menthol ester group containing chiral carbon, the reaction was found to have stereoselectivity.Through the study of the reaction The results showed that the nature of the substituents on the aromatic ring affected the reaction rate and the yield of the product.The structure of the product was characterized by elemental analysis, 1H NMR, 13C NMR and IR.The possible reaction mechanism The reaction has the advantages of mild conditions, less by-products, high product yield and simple post-treatment, which is a new method for the efficient synthesis of α-alkoxycarbonyl-α-hydroxyamide.