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Palladium-Catalyzed Sequential Arylation and Allylic Alkylation of Highly Functionalized Ketones: A Concise Synthesis of Mesembrine

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journal contribution
posted on 05.02.2009, 00:00 authored by Yuanhong Zhao, Yongyun Zhou, Leilei Liang, Xiaodong Yang, Fengxiang Du, Liang Li, Hongbin Zhang
An unprecedented palladium-catalyzed sequential procedure toward arylation and allylic alkylation of highly functionalized cyclohexenones was developed. This new protocol leads to useful building blocks containing a benzylic quaternary carbon in only one step. A concise total synthesis of mesembrine based on this procedure was achieved in only five steps with 22% overall yield.