A method for the synthesis of alkaloid-pyrones using a novel pyrone annulation of �-carbolines and indoles with 3-siloxy-4-pyrones is reported. The approach has enabled a synthesis of the unusual alkaloid-pyrone pleiomaltinine from the plant-derived indole-alkaloid pleiocarpamine. Initial efforts will also be described to develop an asymmetric variant through counterion-directed catalysis.

Development of an alkaloid-pyrone annulation: Synthesis of pleiomaltinine

245th National Meeting (2013)

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