Synthesis of Catechins via Thiourea/AuCl3-Catalyzed Cycloalkylation of Aryl Epoxides

Liu, Yongxiang; Li, Xiben; Lin, Guang; Xiang, Zheng; Xiang, Jing; Zhao, Mingzhe; Chen, Jiahua; Yang, Zhen

doi:10.1021/jo8005649.s002

Synthesis of Catechins via Thiourea/AuCl₃-Catalyzed Cycloalkylation of Aryl Epoxides

journal contribution

posted on 2008-06-20, 00:00 authored by Yongxiang Liu, Xiben Li, Guang Lin, Zheng Xiang, Jing Xiang, Mingzhe Zhao, Jiahua Chen, Zhen Yang

A diversity-oriented approach for the synthesis of structurally diverse catechins was achieved in good yields via thiourea/AuCl₃/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.