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Enantioselective Oxidative Ring-Opening Reaction of Aziridines with α-Nitroesters Using Cinchona Alkaloid Amide/Nickel(II) Catalysts.

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The enantioselective oxidative ring-opening reaction of aziridines with α-nitroacetates has been developed. Good yields and enantioselectivity were observed for the reaction of various aziridines using a novel cinchona alkaloid amide/NiBr2… Click to show full abstract

The enantioselective oxidative ring-opening reaction of aziridines with α-nitroacetates has been developed. Good yields and enantioselectivity were observed for the reaction of various aziridines using a novel cinchona alkaloid amide/NiBr2 catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. This process offers an efficient route for the synthesis of α-aminoketones.

Keywords: enantioselective oxidative; ring opening; oxidative ring; reaction; reaction aziridines; opening reaction

Journal Title: Organic letters
Year Published: 2017

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