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学科主题: 天然产物有机化学
题名: Organocatalytic Approach for the Syntheses of Corynantheidol, Dihydrocorynantheol, Protoemetinol, Protoemetine, and Mitragynine
其他题名: 有机催化策略合成Corynantheidol, Dihydrocorynantheol, Protoemetinol, Protoemetine, and Mitragynine
作者: Sun XF(孙学锋) ; Ma DW(马大为)
通讯作者: 马大为
刊名: Chem.-Asian J.
发表日期: 2011
卷: 6, 期:8, 页:2158-2165
收录类别: SCI
部门归属: 中科院上海有机化学研究所
英文摘要: O-Trimethylsilyl (TMS)-protected diphenylprolinol-catalyzed Michael addition of a functionalized alkylidene malonate and n-butanal affords an aldehyde. This adduct can serve as the common intermediate for the assembly of secologanin tryptamine and dopamine alkaloids; this is demonstrated by the total syntheses of corynantheidol, dihydrocorynantheol, protoemetinol, and protoemetine, and the formal synthesis of mitragynine. The key steps include reductive amination of this aldehyde with tryptamine, condensation of this aldehyde with 4-methoxytryptamine, condensation of dimethoxyphenethylamine with a lactone derived from this aldehyde, and subsequent Bischler-Napieralski cyclization and reduction.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000294112200040
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/15677
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Sun XF,Ma DW. Organocatalytic Approach for the Syntheses of Corynantheidol, Dihydrocorynantheol, Protoemetinol, Protoemetine, and Mitragynine[J]. Chem.-Asian J.,2011,6(8):2158-2165.
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