A General Approach to the Quinolizidine Alkaloids via an Intramolecular Aza-[3 + 3] Annulation. Synthesis of (±)-2-Deoxy-Lasubine II.
A General Approach to the Quinolizidine Alkaloids via an Intramolecular Aza-[3 + 3] Annulation. Synthesis of (±)-2-Deoxy-Lasubine II.
复制标题
通过分子内 Aza-[3 3] 环化获得喹啉西啶生物碱的一般方法。
DOI：
10.1055/s-0028-1087661
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发表时间：
2008
期刊：
影响因子：
--
通讯作者：
Hsung,RichardP
中科院分区：
文献类型：
--
作者：
Zhang,Yu;Gerasyuto,AlekseyI;Long,QuincyA;Hsung,RichardP
本文描述了首次采用分子内氮杂-[3+3]环化策略构建喹诺利定生物碱家族成员的成功。其主要特点是使用乙烯基氨基甲酸酯与三氟乙酸乙酯作为反阴离子连接到乙烯基亚胺中间体上。概念验证以2-脱氧胞苷II的合成为例。
The first success in constructing a member of quinolizidine family of alkaloids employing an intramolecular aza-[3+ 3] annulation strategy is described here. The key feature is the usage of vinylogous urethane tethered to a vinyl iminium intermediate with trifluoroacetate serving as the counteranion. The proof-of-concept is illustrated with the synthesis of 2-deoxylasubine II.