Spirooxindoles and aziridines are important biologically active scaffolds.In this pa-per,asymmetric Michael addition/substitution sequence of methyleneindolinones with N-tosy-loxycarbamates for the construction of chiral spiroaziridine oxindole was realized.After a sys-tematic screening of chiral catalysts and reaction temperatures,finally,quinine and cinchonine were proved to be the best catalysts,and the corresponding product was obtained in 28% and 34% enantioselectivies,respectively.The structure of the product was determined by 1 H NMR,1 3 C NMR and HRMS.%螺环氧化吲哚和氮杂环丙烷都是非常重要的活性骨架，以3-烯氧化吲哚和双保护的羟胺为起始原料，基于 Michael 加成-取代串联反应，实现了螺氮杂环丙烷氧化吲哚的不对称合成。通过对一系列手性催化剂、反应温度等的筛选，最终确定了奎宁和辛克宁为最优催化剂，分别以28%和34%的对映选择性得到目标产物，其结构经过1 H NMR、13 C NMR 和 HRMS 确定。
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