Total synthesis and determination of the absolute configuration of a natural analgesic: crotonine  

作　　者：Yang YANG 

机构地区：[1]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,China [2]Graduate University of Chinese Academy of Sciences,Beijing 100049,China

出　　处：《Natural Products and Bioprospecting》2013年第6期288-294,共7页应用天然产物（英文）

基　　金：This work was supported financially and inspired scientifically by Prof.Yongxian Cheng of State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,and Prof.Baomin Fan of Key Laboratory of Chemistry in Ethnic Medicinal Resources,State Ethnic Affairs Commission&Ministry of Education,Yunnan University of Nationalities.

摘　　要：We report the first total synthesis of four possible absolute configurations and four other regional isomers of a naturally occurring alkaloid crotonine,which was isolated from Croton tiglium L.(Euphoriaceae)without elucidation of its absolute configuration.The concise five-step route with a chirally poor and regioselective strategy starting from monosaccharides was established,and the absolute structure of the natural crotonine was determined by comparison of the NMR spectra and optical rotations of the synthetic products.

关 键 词：total synthesis crotonine 2-(furan-2-yl)-5-(2 3 4-trihydroxy-butyl)-1 4-diazine Croton tiglium L.(Euphoriaceae) ANALGESICS 

分 类 号：O62[理学—有机化学]