Stereoselective Synthesis of Sulfonyl-substituted trans-2,3-Dihydrofuran Derivatives via Reaction of Arsonium Ylides with α,β-Unsaturated Ketones  

作　　者：CAO Long ZHOU Xiaohong CHEN Jie ZHANG Hui DENG Hongmei SHAO Min McMILLS Mark C. CAO Weiguo 

机构地区：[1]Department of Chemistry, Shanghai University, Shanghai 200444, P. R. China [2]State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China [3]Instrumental Analysis and Research Center, Shanghai University, Shanghai 200444, P. R. China [4]Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio 45701, USA

出　　处：《Chemical Research in Chinese Universities》2014年第4期596-600,共5页高等学校化学研究（英文版）

基　　金：Supported by the National Natural Science Foundation of China（No.21272152）.

摘　　要：Trans-2,3-dihydrofuran derivatives 3 or 4 substituted with a sulfonyl group were prepared with high chemoselectivity and good yields by [1＋4]-addition reaction of α,β-unsaturated ketones 1 with arsonium bromide 2 in CH2Cl2 in the presence of potassium carbonate at room temperature.The structures of the products were characterized by IR,MS,^1H NMR,elemental analysis and single crystal X-ray diffraction analysis.A mechanism for the formation of products was also proposed.Trans-2,3-dihydrofuran derivatives 3 or 4 substituted with a sulfonyl group were prepared with high chemoselectivity and good yields by [1＋4]-addition reaction of α,β-unsaturated ketones 1 with arsonium bromide 2 in CH2Cl2 in the presence of potassium carbonate at room temperature.The structures of the products were characterized by IR,MS,^1H NMR,elemental analysis and single crystal X-ray diffraction analysis.A mechanism for the formation of products was also proposed.

关 键 词：STEREOSELECTIVITY DIHYDROFURAN Arsonium Ylide 

分 类 号：O626.11[理学—有机化学] O625.42[理学—化学]