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Access to functionalized pyrrolidones via copper-catalyzed aminooxygenation of unactivated alkenes

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Abstract A simple and efficient copper-catalyzed aminooxygenation of unactivated alkenes with commercially available (2,2,6,6-tetramethylpiperidin-1-yl)-oxyl (TEMPO) as an oxygen source is reported. With this protocol, a variety of functionalized pyrrolidones were… Click to show full abstract

Abstract A simple and efficient copper-catalyzed aminooxygenation of unactivated alkenes with commercially available (2,2,6,6-tetramethylpiperidin-1-yl)-oxyl (TEMPO) as an oxygen source is reported. With this protocol, a variety of functionalized pyrrolidones were obtained in good to excellent yields, and good tolerance of functional groups and broad substrate scope were observed. Notably, the N-cyclization step selectively proceeded in an exo manner, and this protocol provides an efficient and straightforward approach to prepare vicinal amino alcohols.

Keywords: catalyzed aminooxygenation; unactivated alkenes; aminooxygenation unactivated; copper catalyzed; functionalized pyrrolidones

Journal Title: Tetrahedron Letters
Year Published: 2020

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