Abstract
(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.
Original language | English |
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Pages (from-to) | 289-292 |
Number of pages | 4 |
Journal | ChemCatChem |
Volume | 3 |
Issue number | 2 |
DOIs | |
Publication status | Published - 2011 |
Keywords
- homogeneous catalysis
- heterocycles
- copper
- biocatalysis
- amino acids