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Synthesis 1991; 1991(1): 49-55
DOI: 10.1055/s-1991-26378
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Amino Acids and Peptides; 75. Synthesis of Di- and Trihydroxyamino Acids - Construction of Lipophilic Tripalmitoyldihydroxy-α-amino Acids

Ulrich Schmidt* , Albrecht Lieberknecht, Uli Kazmaier, Helmut Griesser, Günther Jung, Jörg Metzger
  • *Institut für Organische Chemie, Biochemie und Isotopenforschung der Universität Stuttgart, Pfaffenwaldring 55, D-7000 Stuttgart 80, Germany
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Publication Date:
17 September 2002 (online)

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Suitable protected derivatives of trihydroxynorleucines-[(2S,4S,5S)- and (2R,4S,5S)-2-amino-4,5,6-trihydroxyhexanoic acid,] of all isomeric dihydroxynorvalines [2-amino-4,5-dihydroxypentanoic acids), of all isomeric 2-amino-6,7-dihydroxyheptanoic acids and of (2S)-2-amino-6-hydroxymethyl-7-hydroxyheptanoic acid are synthesized via the corresponding α,β-didehydro compounds, which are hydrogenated with the optically active homogeneous catalyst [Rh(COD)(DIPAMP)]+ BF- 4.