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Rhodium/Yanphos-Catalyzed Asymmetric Interrupted Intramolecular Hydroaminomethylation of trans -1,2-Disubstituted Alkenes

作者:Caiyou Chen, Shicheng Jin, Zhefan Zhang, Biao Wei, Heng Wang, Kai Zhang, Hui Lv, Xiu‐Qin Dong, Xumu Zhang · 发表于:Journal of the American Chemical Society · 年份:2016 · DOI:10.1021/jacs.6b03596 · 被引用次数:75 · 研究领域:Asymmetric Hydrogenation and Catalysis、Catalytic C–H Functionalization Methods、Synthetic Organic Chemistry Methods

The first interrupted asymmetric hydroaminomethylation reaction was developed. The challenging trans-1,2-disubstituted olefins were employed as substrates, and a series of valuable chiral pyrrolidinones and pyrrolidines were obtained in high yields with high regioselectivities and excellent enantioselectivities. Several synthetic transformations were conducted, demonstrating the high synthetic utility of our method. A creative route for the synthesis of vernakalant and Enablex was also developed.