title: Total synthesis of mangiferin, homomangiferin, and neomangiferin.
abstract: Total synthesis of mangiferin, homomangiferin, and neomangiferin, three C-glycosyl xanthone natural products with a wide spectrum of pharmacological effects, has been achieved starting from 2,3,4,6-tetra-O-benzyl-α/β-d-glucopyranose. The key steps involve a stereoselective Lewis acid promoted C-glycosylation of protected phloroglucinol with tetrabenzylglucopyranosyl acetate and a highly regioselective base-induced cyclization for the construction of the core xanthone skeleton.
authors.affiliation: The State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China. zjli@bjmu.edu.cn xbmeng@bjmu.edu.cn.
authors.forename: Xiong
authors.initials: X
authors.lastname: Wei
authors.affiliation: The State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China. zjli@bjmu.edu.cn xbmeng@bjmu.edu.cn.
authors.forename: Danlin
authors.initials: D
authors.lastname: Liang
authors.affiliation: The State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China. zjli@bjmu.edu.cn xbmeng@bjmu.edu.cn.
authors.forename: Qing
authors.initials: Q
authors.lastname: Wang
authors.affiliation: The State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China. zjli@bjmu.edu.cn xbmeng@bjmu.edu.cn.
authors.forename: Xiangbao
authors.initials: X
authors.lastname: Meng
authors.affiliation: The State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China. zjli@bjmu.edu.cn xbmeng@bjmu.edu.cn and National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, P. R. China.
authors.forename: Zhongjun
authors.initials: Z
authors.lastname: Li
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D058116:Lewis Acids / Q000138:chemical synthesis / Q000737:chemistry; D010696:Phloroglucinol / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D044004:Xanthones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001688:Biological Products; D005960:Glucosides; D058116:Lewis Acids; D044004:Xanthones; C553643:homomangiferin; C442164:neomangiferin; C013592:mangiferin; D010696:Phloroglucinol