Hodgson David M, Galano Jean-Marie
Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, UK.
Org Lett. 2005 May 26;7(11):2221-4. doi: 10.1021/ol050627s.
[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.
[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。
