通过温和的铜催化1-Bn-DHIQs串联氧化/芳构化实现的氧代阿朴菲生物碱的新型全合成。
Novel total syntheses of oxoaporphine alkaloids enabled by mild Cu-catalyzed tandem oxidation/aromatization of 1-Bn-DHIQs.
作者信息
Zheng Bo, Qu Hui-Ya, Meng Tian-Zhuo, Lu Xia, Zheng Jie, He Yun-Gang, Fan Qi-Qi, Shi Xiao-Xin
机构信息
Shanghai Key Laboratory of Chemical Biology and Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology 130 Mei-Long Road Shanghai 200237 P. R. China
出版信息
RSC Adv. 2018 Aug 14;8(51):28997-29007. doi: 10.1039/c8ra05338c.
Novel total syntheses of oxoaporphine alkaloids such as liriodenine, dicentrinone, cassameridine, lysicamine, oxoglaucine and -methylmoschatoline were developed. The key step of these total syntheses is Cu-catalyzed conversion of 1-benzyl-3,4-dihydro-isoquinolines (1-Bn-DHIQs) to 1-benzoyl-isoquinolines (1-Bz-IQs) tandem oxidation/aromatization. This novel Cu-catalyzed conversion has been studied in detail, and was successfully used for constructing the 1-Bz-IQ core.
开发了如鹅掌楸碱、双氢荷包牡丹碱、南美卡锡明、石蒜碱、氧化海罂粟碱和去甲异紫堇定等氧代阿朴啡生物碱的新型全合成方法。这些全合成的关键步骤是铜催化的1-苄基-3,4-二氢异喹啉（1-Bn-DHIQs）串联氧化/芳构化转化为1-苯甲酰基异喹啉（1-Bz-IQs）。这种新型的铜催化转化已得到详细研究，并成功用于构建1-Bz-IQ核心。
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