Tetrahedron: Asymmetry

Asymmetric dihydroxylation in an approach to the enantioselective synthesis of 2-arylpropanoic acid non-steroidal anti-inflammatory drugs

RC Griesbach, DPG Hamon, RJ Kennedy

文献索引：Griesbach, Robert C.; Hamon, David P. G.; Kennedy, Rebecca J. Tetrahedron Asymmetry, 1997 , vol. 8, # 4 p. 507 - 510

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被引用次数: 20

摘要

Naproxen ((S)-2-(6-methoxy-2-naphthyl) propanoic acid) and flurbiprofen ((S)-2-(3-fluoro-4- phenylphenyl) propanoic acid) have been synthesised in high enantiomeric excess. The synthetic strategy employed was to introduce asymmetry into the molecules by Sharpless asymmetric dihydroxylation of the appropriate methyl styrenes. The resultant diols were then converted into optically active epoxides and the required stereogenic centre was ...