Asymmetric Synthesis of (S)-2-Indolinecarboxylic Acid by Combining Biocatalysis and Homogeneous Catalysis

Ben de Lange, David J. Hyett, Peter J.D. Maas, Daniel Mink, Friso B.J. van Assema, Natascha Sereinig, André H.M. de Vries, Johannes G. de Vries

OnderzoeksoutputAcademicpeer review

89 Citaten (Scopus)
585 Downloads (Pure)


(S)-2-Indolinecarboxylic acid, an intermediate for ACE inhibitors, was until recently produced by Fischer indole synthesis and classical resolution in seven steps. However, Perkin condensation to form ortho-chlorocinnamic acid, which is converted to (S)-ortho-chlorophenylalanine using the enzyme phenylalanine ammonia lyase prior to copper-catalyzed ring closure thereof delivers the enantiopure product in just three steps.
Originele taal-2English
Pagina's (van-tot)289-292
Aantal pagina's4
Nummer van het tijdschrift2
StatusPublished - 2011

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