Synthesis of the tetracyclic core of chlorospermines  被引量:2

Synthesis of the tetracyclic core of chlorospermines

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作  者:Ming Wan Ming Yao Jun-Yu Gong Peng Yang Hua Liu Ang Li 

机构地区:[1]School of Pharmacy,Jiangxi University of Traditional Chinese Medicine [2]State Key Laboratory of Bioorganic and Natural Products Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences

出  处:《Chinese Chemical Letters》2015年第3期272-276,共5页中国化学快报(英文版)

基  金:Ministry of Science & Technology (No.2013CB836900);National Natural Science Foundation of China (Nos.21290180,21172235 and 21222202);China Postdoctoral Science Foundation (No.2014M561537,M.Y.)

摘  要:Chlorospermines A and B are biologically interesting acridone natural products and recently isolated from Glycosmis chlorosperma.We report here a convergent approach to construct the tetracyclic core of the natural products.The two fragments are assembled together through Sonogashira coupling,and a cis-triene intermediate was prepared by using hydrosilylation/desilylation.A 6p-electrocyclization/aromatization sequence served as the key step of the synthesis,which formed the tetrasubstituted arene motif in one pot.Chlorospermines A and B are biologically interesting acridone natural products and recently isolated from Glycosmis chlorosperma.We report here a convergent approach to construct the tetracyclic core of the natural products.The two fragments are assembled together through Sonogashira coupling,and a cis-triene intermediate was prepared by using hydrosilylation/desilylation.A 6p-electrocyclization/aromatization sequence served as the key step of the synthesis,which formed the tetrasubstituted arene motif in one pot.

关 键 词:convergent sequentially steps assembled biologically filtered arene motif equiv latter 

分 类 号:O629[理学—有机化学]

 

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