An Efficient Prins Cyclization for Stereoselective Synthesis of Tetrahydropyran from Imines and Homoallyl Alcohols  

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作  者:Congrong Liu Daojuan Cheng Fulai Yang 

机构地区:[1]School of Environment Engineering,Nanjing Institute of Technology,Nanjing,Jiangsu 211167,China [2]Joint Laboratory of Green Synthetic Chemistry,Department of Chemistry,University of Science and Technology of China,Hefei,Anhui 230026,China

出  处:《Chinese Journal of Chemistry》2014年第11期1095-1098,共4页中国化学(英文版)

基  金:We are grateful for the financial support from the National Natural Science Foundation of China(No.21202154);Nanjing Institute of Technology Fund for Talents(No.YKJ201329);Nanjing Institute of Technology and the University of Science and Technology of China.

摘  要:An unprecedented protocol has been developed for the efficient synthesis of substituted tetrahydropyrans via a bismuth-promoted Prins cyclization of imines with homoallyl alcohols.In the presence of 40 mol%BiCl_(3),a wide variety of imines react smoothly with homoallyl alcohols at room temperature to give the corresponding 4-chlorotetrahydropyran derivatives in good to excellent yields.

关 键 词:Prins cyclization TETRAHYDROPYRANS IMINE homoallyl alcohol Lewis acid 

分 类 号:O62[理学—有机化学]

 

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