Total synthesis of pareitropone via radical anion coupling.
@article{Hong2010TotalSO, title={Total synthesis of pareitropone via radical anion coupling.}, author={S. Hong and HyeonJeong Kim and Youngran Seo and S. Lee and J. Cha and Y. G. Kim}, journal={Organic letters}, year={2010}, volume={12 17}, pages={ 3954-6 } }
A concise (9-step) synthesis of the tropoloisoquinoline alkaloid pareitropone has been achieved starting from 2-bromoisovanillin. The key step features oxidative cyclization of a readily available phenolic nitronate for the convenient construction of the fused tropone ring. This work underscores the synthetic utility of intramolecular oxidative coupling reactions of phenolic nitronates.
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