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https://hdl.handle.net/2440/4880
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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 Responsibility: | 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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