In this HOT article, Shiina and co-workers extend their previous work to describe a Dynamic Kinetic Resolution (DKR) of 2-arylpropionic acids, which are used widely as drugs. By careful study and optimization of the reaction conditions the DKR protocol was found to be applicable to a wide range of substrates and the preparation of (S)-ibuprofen is given as an example.
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Non-enzymatic dynamic kinetic resolution of racemic α-arylalkanoic acids: an advanced asymmetric synthesis of chiral nonsteroidal anti-inflammatory drugs (NSAIDs)
Isamu Shiina, Keisuke Ono and Kenya Nakata
Catal. Sci. Technol., 2012, Advance Article
DOI: 10.1039/C2CY20329D
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(R)-(+)-N-Methylbenzoguanidine ((R)-NMBG) catalyzed kinetic resolution of racemic secondary benzylic alcohols with free carboxylic acids by asymmetric esterification
Kenya Nakata and Isamu Shiina
Org. Biomol. Chem., 2011, 9, 7092-7096
DOI: 10.1039/C1OB05736G