A strategic study towards constructing the nine-membered azonane ring system of palhinine A via an azidoketol fragmentation reaction  

作　　者：Fang-Xin Wang Peng-Lin Zhang Hui-Bin Wang Guo-Biao Zhang Chun-An Fan Fang-Xin Wang;Peng-Lin Zhang;Hui-Bin Wang;Guo-Biao Zhang;Chun-An Fan(State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University)

机构地区：[1]State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University

出　　处：《Science China Chemistry》2016年第9期1188-1196,共9页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China (21572083, 21322201, 21290180);the Fundamental Research Funds for the Central Universities (lzujbky-2015-48, lzujbky2016-ct07);Program for Changjiang Scholars and Innovative Research Team in University (IRT_15R28);the 111 Project of MOE of China (111-2-17)

摘　　要：A proposed strategy for constructing the nine-membered azonane ring system embedded in the isotwistane framework of palhinine A has been preliminarily studied on the basis of an azidoketol fragmentation reaction together with a SmI2-mediated pinacol coupling. Albeit negative results for building the azonane ring scaffold via a tertiary azidoketol fragmentation, the present exploration strategically provided an endeavor to probe the synthetically challenging issue in the synthetic study of palhinine A.A proposed strategy for constructing the nine-membered azonane ring system embedded in the isotwistane framework of palhinine A has been preliminarily studied on the basis of an azidoketol fragmentation reaction together with a SmI2-mediated pinacol coupling. Albeit negative results for building the azonane ring scaffold via a tertiary azidoketol fragmentation, the present exploration strategically provided an endeavor to probe the synthetically challenging issue in the synthetic study of palhinine A.

关 键 词：ALKALOIDS azonane ring isotwistane natural product synthesis pinacol coupling fragmentation reaction 

分 类 号：O629[理学—有机化学]