中文摘要：

D-A环丙烷在Lewis酸的活化作用下,形成1,3-两性离子中间体,可以发生[3＋n]形式环加成反应构建多元碳（杂）环、并环结构,已成为有机反应中一类重要的合成砌块.利用Cu（II）/BOX为催化剂,首次实现了吲哚与四取代D-A环丙烷的[3＋2]环化反应,抑制了最常见的傅-克反应副产物,以最高91%的产率和〉20/1的非对映选择性,简单高效、原子经济性地构建了吲哚并五元碳环结构骨架,在五元环上可以一次性引入三个季碳中心.对含有不同取代基的吲哚、色胺、色醇及各类四取代D-A环丙烷都能取得很好的结果,为一些天然产物核心骨架的构建提供了新的方法.

英文摘要：

D-A cyclopropanes have emerged as versatile synthons for construction of carbocycles and heterocycles via a [3＋2] annulation reactions,and have been used in the total synthesis of natural products.Recently,it has been witnessed tremendous progress within the area of transformation of 2-monosubstituted-cyclopropane-1,1-diesters.However,cyclopropane-1,1-diesters with full substitution at the donor site have not been well explored.C2,C3-fused indolines are widely existed in a plenty of natural products and biologically active compounds,and have been the synthetic targets for decades.Among the various approaches to access these important structural motifs,the cyclopentannulation of indoles with Donor-Acceptor（D-A） cyclopropanes,represents a concise,economical and effective method.Previously,we have developed a highly diastereo-and enantioselective BOX/Cu（II） catalyzed C2,C3-cyclopentannulation of indoles with 2-monosubstituted-cyclopropane-1,1-diesters,a facile access to a series of enantioenriched cyclopenta-fused indoline products.As our further studies,Lewis acid catalyzed [3＋2] annulation of indoles with 1,1,2,2-tetrasubstituted D-A cyclopropanes was reported in this paper.This annulation method of C3-substituted indoles with quaternary donor site D-A cyclopropanes yielded C2,C3-fused indolines,bearing three quaternary stereocentres on the newly built cyclopentane ring without the formation of the common Friedel-Crafts byproducts.The ester groups on cyclopropane,ligand,and protection group of indole have great influence on both yield and dr selectivity.Thus,the reaction between indole（1b,-NMe） and cyclopropane 2（CO2R^2=CO2CH2CF3） can give the highest yield and the best dr in the presence of 10 mol% BOX/Cu（Sb F6）2 in DCM,which is prepared in situ.Under the optimal conditions,the [3＋2] annulation reacts smoothly with a wide range of substituted indole derivatives and D-A cyclopropanes,giving the desired products in up to 91% yield with up to 20/1 diastereoselectivity.The relative configura