中文摘要：

硝酮与烯烃的的1，3-偶极环加成反应是构成五元含氮杂环的重要方法．本文先由异抗坏血酸经H2O2氧化，合成了（2R，3R）·（O，O-丙叉基）-γ-丁内酯1，然后用“一锅煮”的实验方法经DIBAL—H还原，羟胺化及甲磺酸处理，以55％的产率制备了环状硝酮2．接着，研究了环状硝酮2与丙烯酸甲酯3的1，3-偶极环加成反应．实验结果表明：当反应在甲苯中于室温下搅拌1．5h，得到了区域选择性的环加成产物4a和4b，产率为76％．产物的波谱分析指出：该环加成反应具有高度的区域选择性和立体选择性，但endo／exo选择性较差（1：1．3）．

英文摘要：

1,3-Dipolar eycloaddition reaction of nitrone with olefin is an important method for constructing nitrogen-containing five-membered hetereocycles. First, cyclic nitrone 2 was prepared in 55% yield, with starting from D-isoascorbic acid,by oxidation with H2O, ,followed by treatment of（3S, 4R）-3,4-isoprorylidenedioxy-γ-butyrolactone 1 with DIBAL-H, hydroxylamine and methanesulfonyl chloride in one-pot procedure. Then, 1,3-Dipolar cycloaddition reaction of cyclic nitrone 2 with methyl acrylate 3 was investigated. The reaction was underwent smoothly at room temperature in toluene for 1.5 h to afford the corresponding cycloadduts isoxazolidines 4a and 4b in 76 % yield. Moreover, high regio- and stereo-selectivities were achieved in this reaction. However,low endo/exo selectivity with ratio of 1 ： 1.3 was observed.