title: Synthesis of catechins via thiourea/AuCl(3)-catalyzed cycloalkylation of aryl epoxides.
abstract: A diversity-oriented approach for the synthesis of structurally diverse catechins was achieved in good yields via thiourea/AuCl(3)/AgOTf-catalyzed annulations of aryl epoxides under mild conditions. This new protocol provides a highly efficient entry to a library of catechins-derived natural products, notably anti-HIV agent 8-C-ascorbyl-(-)-epigallocatechin.
authors.affiliation: Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), School of Pharmaceutical Science, Peking University, Beijing, China.
authors.forename: Yongxiang
authors.initials: Y
authors.lastname: Liu
authors.forename: Xiben
authors.initials: X
authors.lastname: Li
authors.forename: Guang
authors.initials: G
authors.lastname: Lin
authors.forename: Zheng
authors.initials: Z
authors.lastname: Xiang
authors.forename: Jing
authors.initials: J
authors.lastname: Xiang
authors.forename: Mingzhe
authors.initials: M
authors.lastname: Zhao
authors.forename: Jiahua
authors.initials: J
authors.lastname: Chen
authors.forename: Zhen
authors.initials: Z
authors.lastname: Yang
mesh_terms: D000478:Alkylation; D002384:Catalysis; D002392:Catechin / Q000138:chemical synthesis*; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry*; D017612:Gold Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013890:Thiourea / Q000737:chemistry*
chemical_list: D004852:Epoxy Compounds; D017612:Gold Compounds; C038016:gold chloride; D002392:Catechin; D013890:Thiourea