Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid

Document Type : Original Article

Authors

1 Department of Chemistry, K. M. C. College Khopoli, Taluka Khalapur, Dist. Raigad, Maharashtra, India

2 Department of Chemistry, Kai Rasika Mahavidyalay Deoni, Dist. Latur 410203, India

Abstract

Aldehyde obtained from unsymmetrical cleavage of cyclohexene by ozonolysis is subjected to L-proline catalyzed asymmetric α-amination reaction to obtain chiral amino alcohol with >99% ee which is subsequently converted into (R)-6-(hydroxymethyl)piperidin-2-one and (R)-pipecolic acid. Overall, a short and efficient asymmetric synthesis of (R)-pipecolic acid is described employing organocatalytic asymmetric α-amination of aldehyde as key step.

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Egyptian Journal of Chemistry
Volume 65, Issue 131 - Serial Number 13
Special Issue: Chemistry and Global Challenges (Part A)
December 2022
Pages 1441-1446

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History

  • Receive Date: 10 March 2022
  • Revise Date: 10 April 2022
  • Accept Date: 10 June 2022

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