» Articles » PMID: 24151098

A New Enantioselective Synthesis of the Anticonvulsant Drug Pregabalin (Lyrica) Based on a Hydrolytic Kinetic Resolution Method

Overview
Journal Chirality
Publisher Wiley
Date 2013 Oct 24
PMID 24151098
Citations 4
Authors
Affiliations
Soon will be listed here.
Abstract

A practical and efficient enantioselective synthesis of the anticonvulsant drug pregabalin is described for the first time using Jacobsen's hydrolytic kinetic resolution of a terminal epoxide as a key step and a source of chirality.

Citing Articles

Catalytic enantioselective nitrone cycloadditions enabling collective syntheses of indole alkaloids.

Tian X, Xuan T, Gao J, Zhang X, Liu T, Luo F Nat Commun. 2024; 15(1):6429.

PMID: 39080291 PMC: 11289135. DOI: 10.1038/s41467-024-50509-4.


Enantioselective C(sp)-C(sp) cross-coupling of non-activated alkyl electrophiles via nickel hydride catalysis.

Bera S, Mao R, Hu X Nat Chem. 2020; 13(3):270-277.

PMID: 33380741 PMC: 7610379. DOI: 10.1038/s41557-020-00576-z.


Total Synthesis of Marine Natural Products Serinolamide A and Columbamide D.

Ghotekar G, Mujahid M, Muthukrishnan M ACS Omega. 2019; 4(1):1322-1328.

PMID: 31459401 PMC: 6648212. DOI: 10.1021/acsomega.8b03417.


Carboxylic acids as a traceless activation group for conjugate additions: a three-step synthesis of (±)-pregabalin.

Chu L, Ohta C, Zuo Z, MacMillan D J Am Chem Soc. 2014; 136(31):10886-9.

PMID: 25032785 PMC: 4132975. DOI: 10.1021/ja505964r.