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Synlett 1995; 1995(8): 819-820
DOI: 10.1055/s-1995-5092
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Improved Preparation of Enantiomerically Pure 5-Oxo Amino Acid Derivatives by Palladium-Catalysed Coupling Reactions

Joanne L. Fraser, Richard F. W. Jackson* , Barry Porter
  • *Department of Chemistry, Bedson Building, The University of Newcastle, Newcastle upon Tyne, NE1 7RU, UK
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Publication History

Publication Date:
31 December 2000 (online)

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The organozinc reagent 3 reacts with unfunctionalised acid chlorides under palladium catalysis to give enantiomerically pure protected 5-oxo amino acids in good to excellent yields, provided dimethoxyethane (DME) is used as solvent. For functionalised acid chlorides, the solvent systems benzene/dimethylacetamide (DMA) or toluene/DMA are preferred.

α-amino acids - organozinc reagents - palladium catalysed cross-coupling - 5-oxo amino acids