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Synlett 1996; 1996(9): 862-864
DOI: 10.1055/s-1996-5612
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Direct Synthesis of Metal-Complexed Aromatic Amino Acid Derivatives by Palladium-Catalysed Coupling Processes

Richard F. W. Jackson* , Debra Turner, Michael H. Block
  • *Department of Chemistry, Bedson Building, The University of Newcastle, Newcastle upon Tyne, NE1 7RU, U.K.
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Publication Date:
31 December 2000 (online)

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Palladium(0) catalysed coupling of the serine-derived organozinc reagent 3 with 1-iodoferrocene and 1,1’-diiodoferrocene gave the corresponding protected ferrocenylalanine and 1,1’-ferrocenylbis(alanine) derivatives 6 and 8, respectively. Analogous coupling of (haloarene)tricarbonylchromium complexes with zinc reagent 3, and subsequent decomplexation, gave phenylalanine derivatives 11, including the 2-fluorophenylalanine derivative 11b.

α-amino acids - ferrocenylalanine - tricarbonylchromium complexes