A formal synthesis of (-)-cephalotaxine
A formal synthesis of (-)-cephalotaxine
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DOI：
10.1021/ol8010166
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发表时间：
2008-07-17
期刊：
影响因子：
5.2
通讯作者：
Hayes, Christopher J.
中科院分区：
文献类型：
--
作者：
Esmieu, William R.;Worden, Stephen M.;Hayes, Christopher J.
以亚烷基卡宾1，5-CH插入反应为关键步骤，完成了生物碱(-)-三尖杉碱的对映选择性正式合成，构建了螺环[4.4]氮杂环D/E环体系。用Heck环化反应封闭了四氢氮杂环己烷的C环，用选择性环氧化重排序列合成了E环。
An enantioselective formal synthesis of the alkaloid (-)-cephalotaxine has been completed, using an alkylidene carbene 1,5-CH insertion reaction as a key step to construct the spiro[4.4]azanonane core D/E-ring system. A Heck-type cyclization was used to close the tetrahydroazepine C-ring and a selective epoxidation-rearrangement sequence was used to elaborate the E-ring.