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

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Figshare2019-02-25 更新2026-04-29 收录
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We report the Ru-catalyzed enantioselective annulation of 1,4,2-dioxazol-5-ones to furnish γ-lactams in up to 97% yield and 98% ee via intramolecular carbonylnitrene CH insertion. By employing chiral diphenylethylene diamine (dpen) as ligands bearing electron-withdrawing arylsulfonyl substituents, the reactions occur with remarkable chemo- and enantioselectivities; the competing Curtius-type rearrangement was largely suppressed. Enantioselective nitrene insertion to allylic/propargylic CH bonds was also achieved with remarkable tolerance to the CC and CC bonds.

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2019-02-25
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