A modification of the asymmetric dihydroxylation approach to the synthesisof (S)-2-arylpropanoic acids

Authors
Ishibashi, H Maeki, M Yagi, J Ohba, M Kanai, T
Citation
H. Ishibashi et al., A modification of the asymmetric dihydroxylation approach to the synthesisof (S)-2-arylpropanoic acids, TETRAHEDRON, 55(19), 1999, pp. 6075-6080
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
19
Year of publication
1999
Pages
6075 - 6080
Database
ISI
SICI code
0040-4020(19990507)55:19<6075:AMOTAD>2.0.ZU;2-K
Abstract
Catalytic hydrogenolysis of (S)-2-phenyl-1,2-propanediol (2), prepared by a n asymmetric dihydroxylation of alpha-methylstyrene (1) with AD-mix-alpha, over Pearlman's catalyst gave (S)-2-phenyl-1-propanol (3). This method was applied to the synthesis of optically active 2-arylpropanoic acid antiinfla mmatory agents, (S)-ibuprofen (8) and (S)-naproxen (13). (C) 1999 Elsevier Science Ltd. All rights reserved.