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Synlett 1995; 1995(9): 945-946
DOI: 10.1055/s-1995-5119
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Synthesis of Sterically Demanding α-Amino-β-Hydroxy Acids via anti-Selective Aldol Reactions

Uli Kazmaier* , Roland Grandel
  • *Organisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 270, D-69120 Heidelberg, Germany
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Publication Date:
31 December 2000 (online)

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Titanium enolates of N-(benzyloxycarbonyl) amino acid esters react with aldehydes to give anti-isomers of α-alkylated α-amino-β-hydroxy acids. Best results were obtained with bulky aliphatic aldehydes and sterically demanding amino acids.

Chelated enolate - Aldol reaction - α-alkylated amino acids - β-hydroxy amino acids