Unified enantioselective total syntheses of (-)-scholarisine G, (+)-melodinine E, (-)-leuconoxine and (-)-mersicarpine.
作者： Yao Liu , Honggen Wang
DOI: 10.1039/C8CC09949A
关键词:
摘要: A unified strategy enabled the enantioselective syntheses of (−)-scholarisine G, (+)-melodinine E, (−)-leuconoxine and (−)-mersicarpine from a common 2-alkylated indole intermediate bearing an all-carbon quaternary stereogenic center. The Smith-modified Madelung synthesis was used to couple simple o-toluidine with chiral lactone (+)-8, incorporating key elements for further cyclizations. Lactone (+)-8 prepared via palladium-catalyzed intermolecular asymmetric allylic alkylation. protecting-group-free reaction sequences allowed these alkaloids in maximum 10 steps high efficiency.
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