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Kang, H. Strecker Synthesis. Encyclopedia. Available online: https://encyclopedia.pub/entry/60877 (accessed on 23 October 2026).
Kang H. Strecker Synthesis. Encyclopedia. Available at: https://encyclopedia.pub/entry/60877. Accessed October 23, 2026.
Kang, Helena. "Strecker Synthesis" Encyclopedia, https://encyclopedia.pub/entry/60877 (accessed October 23, 2026).
Kang, H. (2026, October 12). Strecker Synthesis. In Encyclopedia. https://encyclopedia.pub/entry/60877
Kang, Helena. "Strecker Synthesis." Encyclopedia. Web. 12 October, 2026.

Strecker Synthesis

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The Strecker synthesis is a multicomponent route to α-amino acids through formation and subsequent hydrolysis of an α-aminonitrile. An aldehyde or ketone first condenses with ammonia or an amine to form an imine or iminium species; cyanide then adds to the imine carbon, generating an α-aminonitrile whose nitrile group is hydrolyzed to a carboxylic acid [1]. The carbonyl carbon becomes the α-carbon of the amino-acid product, while the nitrogen and cyanide supply the amino and carboxyl-derived functionalities, respectively. When a prochiral imine is attacked in an achiral environment, a racemic product normally results. Catalytic asymmetric Strecker variants use chiral catalysts to discriminate the two imine faces and furnish enantioenriched α-aminonitriles [2]. The reaction is distinguished from direct reductive amination because cyanide forms a new carbon–carbon bond and the nitrile, rather than a reducing agent, is the immediate precursor of the carboxyl group.

Strecker synthesis α-aminonitrile amino acid imine cyanation
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References

  1. Wang, Z. Strecker Synthesis; Wiley: Hoboken, NJ, United States, 2010; pp. 2710-2717. [CrossRef]
  2. Jun Wang; Xiaohua Liu; Xiaoming Feng; Asymmetric Strecker Reactions. Chem. Rev. 2011, 111, 6947-6983. [CrossRef]
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Subjects: Chemistry, Organic
Contributor MDPI registered users' name will be linked to their SciProfiles pages. To register with us, please refer to https://encyclopedia.pub/register : Helena Kang
View Times: 4
Entry Collection: Organic Chemistry
Revision: 1 time (View History)
Update Date: 19 Oct 2026
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