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Synfacts 2025; 21(05): 546
DOI: 10.1055/a-2558-0631
DOI: 10.1055/a-2558-0631
Peptide Chemistry
Asymmetric Strecker Synthesis for the Synthesis of α-Amino Nitriles
Huang J,
Corey EJ *.
Harvard University, Cambridge, USA
A New Chiral Catalyst for the Enantioselective Strecker Synthesis of α-Amino Acids.
Org. Lett. 2004;
6: 5027-5029
DOI: 10.1021/ol047698w
A New Chiral Catalyst for the Enantioselective Strecker Synthesis of α-Amino Acids.
Org. Lett. 2004;
6: 5027-5029
DOI: 10.1021/ol047698w
Keywords
asymmetric hydrocyanation - Strecker synthesis - N-allylbenzaldimines - chiral α-amino nitriles
Significance
Strecker hydrocyanation is a key technology for the synthesis of amino acids. In 2004, Corey and Huang developed a chiral cinchona alkaloid based ammonium salt for asymmetric hydrocyanation reactions, which enabled the synthesis of α-amino nitriles.
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Comment
A chiral cinchona alkaloid based ammonium salt smoothly catalyzed the asymmetric hydrocyanation of N-allylbenzaldimines to afford the desired α-amino nitriles in good yields and excellent optical purities.
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Publication History
Article published online:
22 April 2025
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