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Synlett 2001; 2001(1): 0025-0028
DOI: 10.1055/s-2001-9695
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An Improved Procedure for the Mild Racemization of N-Acyl α-Amino Acids

Martin J. Hateley* , Daniel A. Schichl, Christine Fischer, Matthias Beller
  • *Institut für Organische Katalyseforschung an der Universität Rostock e. V., Buchbinderstraße 5-6, 18055 Rostock, Germany; Fax +49-381-4 66 93 24; E-mail: matthias.Beller@ifok.uni-rostock.de
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Publication Date:
31 December 2001 (online)

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An improved procedure for the mild racemization of N-acyl α-amino acids has been developed, using Pd(PPh3)4 either as the pre-formed complex or by its in situ formation from Pd(OAc)2 or Pd2(dba)3 and triphenylphosphine. The concentration of the palladium complex catalyst required for effective racemization is much lower than for the previously reported rhodium based catalytic system. In addition, the racemization also proceeds more rapidly at this lower catalyst concentration.

racemization - N-acyl amino acids - palladium - homogeneous catalysis - phosphine