文献类型：期刊文献

英文题名：AlCl3-Promoted Formal [2+3]-Cycloaddition of 1,1-Cyclopropane Diesters with N-Benzylic Sulfonamides To Construct Highly Stereoselective Indane Derivatives

作者：Zhu, Mengyun;Liu, Jinqian;Yu, Jianjun[1];Chen, Liangshun;Zhang, Chunmei;Wang, Limin

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China; E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China

年份：2014

卷号：16

期号：7

起止页码：1856

外文期刊名：ORGANIC LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000334016600007)，CCR-EXPANDED(收录号:WOS:000334016600007)】；

基金：The work was supported by the National Nature Science Foundation of China (NSFC, 21272069, 20672035), the Fundamental Research Funds for the Central Universities and Key Laboratory of Organofiuorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.

语种：英文

摘要：An unprecedented AlCl3-promoted formal [2 + 3]-cycloaddition of 1,1-cyclopropanes with readily available N-benzylic sulfonamides has been developed. Experimental evidence supports an unusual mechanism wherein the donor acceptor cyclopropane serves as a source of 2-styrylmalonate rather than the "classical" 1,3-dipole. A broad range of 1,1-cyclopropanediesters undergo a carbocation-initiated cyclization reaction with N-benzylic sulfonamides to afford highly functionalized Indane derivatives in a fast and high-yielding procedure.