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Keywords:

  • Amino acids;
  • Heterocycles;
  • Intramolecular conjugate addition;
  • Stereoselectivity

Abstract

Trichloroacetimidates, generated either in situ or prepared and isolated from methyl 3-hydroxycycloalk-1-enecarboxylates, undergo stereoselective intramolecular conjugate addition reactions to produce oxazolines. These oxazolines lead, in a novel, simple way, to 2-amino-3-hydroxycycloalkanecarboxylic acids and their derivatives. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)