The Asymmetric Synthesis of Amines via Nickel-Catalyzed Enantioconvergent Substitution Reactions
Ze-Peng Yang, Dylan J. Freas and Gregory C. Fu*
*Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States,
Email: gcfu
caltech.edu
Z.-P. Yang, D. J. Freas, G. C. Fu, J. Am. Chem. Soc., 2021, 143, 2930-2937.
DOI: 10.1021/jacs.0c13034
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Abstract
Chiral nickel catalysts couple alkylzinc reagents with a racemic partner, specifically, an α-phthalimido alkyl chloride or an N-hydroxyphthalimide ester of a protected α-amino acid to provide chiral dialkyl carbinamine derivatives that bear an array of functional groups. N-hydroxyphthalimide ester can also be generated in situ from commercially available amino acid derivatives.
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Key Words
ID: J48-Y2021
