CARBOHYDRATES AS CHIRAL TEMPLATES: DIASTEREOSELECTIVE UGI SYNTHESIS OF (S)-AMINO ACIDS USING O-ACYLATED D-ARABINOPYRANOSYLAMINE AS THE AUXILIARY
Enantiomerically pure (S)-amino acids are synthesized via a highly diastereoselective Ugi reaction using 2,3,4-tri-O-pivaloyl-α-D-arabinopyranosylamine as the chiral template.
Stereoselective synthesis of L-amino acids via Strecker and Ugi reactions on carbohydrate templates
L-Amino acid derivatives are stereoselectively synthesized in high yield using 2,3,4-tri-O-pivaloyl-α-D-arabinopyranosylamine or 2,3,4-tri-O-pivaloyl-β-L-fucopyranosylamine as the chiral auxiliary in Strecker and Ugi reactions.
Kunz,Pfrengle,Ruck,Sager
p. 1039 - 1042
(2007/10/02)
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