Total Synthesis of Starfish Cyclic Steroid Glycosides.Part 2,Model Synthesis via Intramolecular Etherification  

作　　者：Youxi Chen Guozhi Xiao Dapeng Zhu Biao Yu 

机构地区：[1]State Key Laboratory of Bioorganic and Natural Products Chemistry,Center for Excellence in Molecular Synthesis,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Shanghai,200032 China [2]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Kunming,Yunnan,650201 China

出　　处：《Chinese Journal of Chemistry》2023年第8期897-902,共6页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(21901251);Shanghai Sailing Program(19YF1458400);Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology(LMDBKF201803)is acknowledged.The CAS Pioneer Hundred Talents Program(No.2017-128);the starting up funding of Kunming Institute of Botany are greatly thanked.

摘　　要：Comprehensive Summary Sepositoside A(1)is a prototypical cyclic steroid glycoside bearing a hybrid 16-membered ring composed of the steroid skeleton and a 1,2-trans-linked trisaccharide.Herein,we report an expedient access toward two simplified analogues,in which the strained 16-membered ring is constructed via Au(I)-catalyzed intramolecular addition of alcohol to epoxide.A similar macroetherification in relevant steroid trisaccharides has been intensively examined,however,failed to furnish the macrocyclic skeleton of Sepositoside A.

关 键 词：Cyclic starfish glycosides Au(I)catalysis Epoxide Glycosylation Cyclization 

分 类 号：O62[理学—有机化学]