在刚性架构内解决反应性和选择性问题：Calyciphylline 生物碱的 [6-6-5-7]四环核心的构建。
Tackling reactivity and selectivity within a strained architecture: construction of the [6-6-5-7] tetracyclic core of Calyciphylline alkaloids.
机构信息
Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen University Town, Nanshan District, Shenzhen 518055, China.
出版信息
J Org Chem. 2012 Jul 20;77(14):6307-13. doi: 10.1021/jo300776d. Epub 2012 Jul 3.
PMID:22690724
Abstract
A stereochemically controlled route to the enantiopure [6-6-5-7] tetracyclic core of Calyciphylline A class alkaloids was established, which involves Overman rearrangement, [2 + 2] photochemical cycloaddition, Grob fragmentation, C-N bond-forming nucleophilic displacement, and ring strain-directed hydrogenation as strategic steps.
摘要
建立了一种立体化学控制的方法来合成 Calyciphylline A 类生物碱的对映纯 [6-6-5-7] 四环核心，其中包括 Overman 重排、[2+2] 光化学环加成、Grob 断裂、C-N 键形成亲核取代和环应变导向氢化等策略步骤。
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