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Ruthenium(II)-Catalyzed Enantioselective γ-Lactams Formation by Intramolecular C-H Amidation of 1,4,2-Dioxazol-5-ones

Qi Xing, Chun-Ming Chan, Yiu-Wai Yeung, Wing-Yiu Yu*

*Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong, Email:

Q. Xing, C.-M. Chan, Y.-W. Yeung, W.-Y. Yu, J. Am. Chem. Soc., 2019, 141, 3849-3853.

DOI: 10.1021/jacs.9b00535

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A Ru-catalyzed enantioselective annulation of 1,4,2-dioxazol-5-ones provides γ-lactams in good yield and high ee via intramolecular carbonylnitrene C-H insertion. Enantioselective nitrene insertion to allylic/propargylic C-H bonds was also achieved with remarkable tolerance to carbon-carbon multiple bonds.

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ID: J48-Y2019