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Synfacts 2010(11): 1304-1304  
DOI: 10.1055/s-0030-1258787
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Efficient Kinetic Resolution of Racemic Carboxylic Acids

Contributor(s): Benjamin List, Ji-Woong Lee
I. Shiina*, K. Nakata, K. Ono, Y.-s. Onda, M. Itagaki
Tokyo University of Science and Sumitomo Chemical Co., Osaka, Japan
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Publication History

Publication Date:
21 October 2010 (online)

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Significance

Shiina and co-workers report a high­y efficient kinetic resolution of racemic α-aryl-alkanoic acids using acyl transfer Birman catalyst 1 (V. B. Birman, X. Li Org. Lett. 2006, 8, 1351) to afford optically enriched esters utilizing achiral ­alcohols (s-factor: up to 484). The obtained bis-(α-naphthyl)-methyl esters could be easily transformed into the corresponding chiral acids, such as ibuprofen and naproxen, without loss of optical purity.