Novel Enantioselective Synthesis of Both Enantiomers of Furan‐2‐yl Amines and Amino Acids

Abstract

Abstract A new enantioselective synthesis of furan‐2‐yl amines and amino acids is described, in which the key step is the oxazaborolidine‐catalyzed enantioselective reduction of O ‐benzyl ( E ) ‐ and ( Z )‐furan‐2‐yl ketone oximes to the corresponding chiral amines. The chirality of the furan‐2‐yl amines is fully controlled by the appropriate choice of the geometrical isomer of the O ‐benzyl oxime. Oxidation of the furan ring furnished amino acids in high yields.