Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid | ||||
Egyptian Journal of Chemistry | ||||
Volume 65, Issue 131, December 2022, Page 1441-1446 PDF (296.77 K) | ||||
Document Type: Original Article | ||||
DOI: 10.21608/ejchem.2022.126431.5609 | ||||
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Authors | ||||
Sharad Pandit Panchgalle 1; Vijaykumar S. More2; Mahesh B. Khanvilakr1 | ||||
1Department of Chemistry, K. M. C. College Khopoli, Taluka Khalapur, Dist. Raigad, Maharashtra, India | ||||
2Department 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. | ||||
Keywords | ||||
organocatalysis; α -amination of aldehyde, pipecolic acid; unsymmetrical ozonolysis | ||||
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