A synthesis of strychnine by a longest linear sequence of six steps
A synthesis of strychnine by a longest linear sequence of six steps
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DOI：
10.1039/c1sc00009h
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发表时间：
2011-01-01
期刊：
影响因子：
8.4
通讯作者：
Vanderwal, Christopher D.
中科院分区：
文献类型：
--
作者：
Martin, David B. C.;Vanderwal, Christopher D.
士的宁是通过最长的线性序列的六个步骤从市售原料合成。关键步骤包括色胺衍生的Zincke醛的碱介导的分子内Diels-Alder反应，Ru催化的1，4-丁炔二醇的trans-hydrosilylation，以及提供Wieland-Gumlich醛的串联Brook重排/分子内共轭加成反应。
Strychnine is synthesized via a longest linear sequence of six steps from commercially available starting materials. Key steps include a base-mediated intramolecular Diels-Alder reaction of a tryptamine-derived Zincke aldehyde, a Ru-catalyzed trans-hydrosilylation of 1,4-butynediol, and a tandem Brook rearrangement/intramolecular conjugate addition reaction that affords the Wieland-Gumlich aldehyde.