The First Synthesis of Sessiline

作     者：Viktor Ilkei Kornél Faragó Zsuzsanna Sánta Miklós Dékány László Hazai Csaba Szántay Jr. Csaba Szántay Gyö rgy Kalaus 

作者机构：Department of Organic Chemistry and Technology Budapest University of Technology and Economics Budapest Hungary Gedeon Richter Plc Budapest Hungary 

出 版 物：《International Journal of Organic Chemistry》 (有机化学国际期刊（英文）)

年 卷 期：2014年第4卷第5期

页      面：309-313页

学科分类：07[理学] 0703[理学-化学] 

主　　题：Sessiline Acylaminocarbinol Iminium Ion Alkaloid Synthesis 

摘      要：Sessiline is an alkaloid which is recently isolated from the fruits of Acanthopanax sessiliflorus. The molecule contains two five-membered heterocyclic units joined together by an acylaminocarbinol-ether type bond. Here, we describe the first, simple synthesis of sessiline from 5-hydroxypyrrolidin-2-one and 5-hydroxymethylfurfural, which are prepared from succinimide and furfuryl alcohol, respectively. The coupling reaction takes place on moderate heating under neat conditions.