CuH-Catalyzed Regioselective Intramolecular Hydroamination for the Synthesis of Alkyl-Substituted Chiral Aziridines
Haoxuan Wang, Jeffrey C. Yang and Stephen L. Buchwald*
*Department of Chemistry, Massachusetts Institute of
Technology, Cambridge, Massachusetts 02139, United States, Email:
sbuchwal
mit.edu
H. Wang, J. C. Yang, S. L. Buchwald, J. Am. Chem. Soc., 2017, 139, 8428-8431.
DOI: 10.1021/jacs.7b04816
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Abstract
In a direct route for the synthesis of alkyl-substituted chiral aziridines from achiral starting materials, readily accessed allylic hydroxylamine esters undergo copper hydride-catalyzed intramolecular hydroamination with a high degree of regio- and enantiocontrol to afford the aziridine products in good to excellent yields in highly enantioenriched form.
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Key Words
aziridines, dimethoxymethylsilane
ID: J48-Y2017
