Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid
Panchgalle, S., More, V., Khanvilakr, M. (2022). Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid. EKB Journal Management System, 65(131), 1441-1446. doi: 10.21608/ejchem.2022.126431.5609
Sharad Pandit Panchgalle; Vijaykumar S. More; Mahesh B. Khanvilakr. "Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid". EKB Journal Management System, 65, 131, 2022, 1441-1446. doi: 10.21608/ejchem.2022.126431.5609
Panchgalle, S., More, V., Khanvilakr, M. (2022). 'Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid', EKB Journal Management System, 65(131), pp. 1441-1446. doi: 10.21608/ejchem.2022.126431.5609
Panchgalle, S., More, V., Khanvilakr, M. Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid. EKB Journal Management System, 2022; 65(131): 1441-1446. doi: 10.21608/ejchem.2022.126431.5609

Efficient Organocatalytic Chiral Synthesis of (R)-Pipecolic Acid

Egyptian Journal of Chemistry
Volume 65, Issue 131, December 2022, Pages 1441-1446    PDF (296.77 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2022.126431.5609
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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