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Ammonium Salt-Catalyzed Ring-Opening of Aryl-Aziridines with ?-Keto Esters.


ABSTRACT: We herein report an ammonium salt-catalyzed protocol for the regioselective ring opening of aryl-aziridines with ?-keto esters. The reaction gives access to a variety of highly functionalized target molecules with two consecutive stereo-genic centers and can be rendered enantioselective (up to e.r. = 91:9) by using bifunctional chiral ammonium salt catalysts.

SUBMITTER: Haider V 

PROVIDER: S-EPMC7508174 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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Ammonium Salt-Catalyzed Ring-Opening of Aryl-Aziridines with β-Keto Esters.

Haider Victoria V   Kreuzer Viktoria V   Tiffner Maximilian M   Spingler Bernhard B   Waser Mario M  

European journal of organic chemistry 20200715 32


We herein report an ammonium salt-catalyzed protocol for the regioselective ring opening of aryl-aziridines with β-keto esters. The reaction gives access to a variety of highly functionalized target molecules with two consecutive stereo-genic centers and can be rendered enantioselective (up to <i>e.r.</i> = 91:9) by using bifunctional chiral ammonium salt catalysts. ...[more]

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