通过托品酮去对称化和高烯丙基自由基重排对映选择性合成异喹核碱：（+）-伊波加明的合成
Enantioselective access to isoquinuclidines by tropenone desymmetrization and homoallylic radical rearrangement: synthesis of (+)-ibogamine.
作者信息
Hodgson David M, Galano Jean-Marie
机构信息
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, UK.
出版信息
Org Lett. 2005 May 26;7(11):2221-4. doi: 10.1021/ol050627s.
PMID:15901174
Abstract
[reaction: see text]. Chiral lithium amide-induced desymmetrization of a tropenone and subsequent Bu3SnH-catalyzed nitrogen-directed homoallylic radical rearrangement constitute key steps in a new strategy to dehydroisoquinuclidines. The strategy was applied in a synthesis of (+)-ibogamine.
摘要
[反应：见正文]。手性锂酰胺引发的托品酮去对称化反应以及随后三丁基氢化锡催化的氮导向高烯丙基自由基重排反应是脱氢异喹核碱新合成策略中的关键步骤。该策略应用于（+）-伊波加明的合成。
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