Cross double Mannich reaction catalyzed by I_2:Synthesis of highly substituted 4-piperidones  

作　　者：Xiao Dong Jia Xiang Ning Chen Cong De Huo Fang Fang Peng Chang Qing Xi Cun Wang 

机构地区：[1]Key Laboratory of Eco-Environment-Related Polymer Materials,Ministry of Education,Gansu Key Laboratory of Polymer Materials,College of Chemistry and Chemical Engineering,Northwest Normal University,Lanzhou 730070,China

出　　处：《Chinese Chemical Letters》2012年第3期309-312,共4页中国化学快报（英文版）

基　　金：NSFC(No21002079)and Project(No20096203120002);supported by the Ministry of Education of the People's Republic of China;Technological Innovation Project(NosNWNU-KJCXGC-03-75 and NWNU-KJCXGC-03-64) of Northwest Normal University for supporting our research

摘　　要：Cross double Mannich reaction and tandem cyclization were achieved under iodine catalyzed conditions,yielding a series of highly substituted 4-piperidones.Among the possible diastereomers,only one diastereomer was isolated,which could be ascribed to the chair-like transition state in six-membered ring,in which all of the hindered groups are located in the pseudoequatorial orientation.Cross double Mannich reaction and tandem cyclization were achieved under iodine catalyzed conditions,yielding a series of highly substituted 4-piperidones.Among the possible diastereomers,only one diastereomer was isolated,which could be ascribed to the chair-like transition state in six-membered ring,in which all of the hindered groups are located in the pseudoequatorial orientation.

关 键 词：Mannich reaction 4-Piperidone Tandem cyclization IODINE 

分 类 号：O657.71[理学—分析化学] TS201.25[理学—化学]