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Chen, Yan; Zhao, Jian-Qiang; Zhang, Yan-Ping; Zhou, Ming-Qiang; Zhang, Xiao-Mei; Yuan, Wei-Cheng
Molecules (Basel, Switzerland), 03/2023, Volume: 28, Issue: 6Journal Article
Catalytic asymmetric dearomative 3+2 cycloaddition of -imino -lactones with either 3-nitroindoles or 2-nitrobenzofurans by using a chiral copper complex as the catalyst was developed. A wide range of structurally diverse polyheterocyclic compounds containing spirocyclic-fused butyrolactone-pyrrolidine-indoline and butyrolactone-pyrrolidine-dihydrobenzofuran skeletons could be smoothly obtained with excellent results (>99:1 dr and 98% ee). The potential synthetic applications of this methodology were also demonstrated by the scale-up experiment and by the diverse transformations of one product. This method is characterized by high asymmetric induction, wide functional group tolerance and scalability, and attractive product diversification.
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