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Type: Journal article
Title: Enantioselective syntheses of 2-arylpropanoic acid non-steroidal anti-inflammatory drugs and related compounds
Author: Hamon, David P. G.
Massy-Westropp, Ralph A.
Newton, Josephine Louise
Citation: Tetrahedron, 1995; 51(46):12645-12660
Publisher: Pergamon
Issue Date: 1995
ISSN: 0040-4020
School/Discipline: School of Chemistry and Physics : Chemistry
Statement of
David P.G. Hamon, Ralph A. Massy-Westropp and Josephine L. Newton
Abstract: (S)-2-[4′-(2″-Methylpropyl)phenylpropanoic acid (ibuprofen) and (S)-2-(3′-benzoylphenyl)propanoic acid (ketoprofen) have been synthesised in high enantiomeric excess. Control of stereochemistry was achieved by a combination of Sharpless epoxidalion followed by catalytic hydrogenolysis of the introduced benzylic epoxide oxygen bond. Also, the coupling of organic compounds in the presence of palladium with enantiopure 2-(3-iodophenyl)propanoic and 2-(4-iodophenyl)propanoic acids, prepared by the methodology above, is a general method for the synthesis of optically active arylpropanoic acids.
Description: Available online 29 March 2000.
Rights: Copyright © 1995 Published by Elsevier Ltd.
DOI: 10.1016/0040-4020(95)00805-I
Appears in Collections:Chemistry publications

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