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Optically pure, diastereomeric aziridine amides built on the chiral skeletons of camphor, fenchone, and menthone have proven to be highly efficient ligands for enantioselective asymmetric direct aldol reaction in the presence of water and zinc triflate. Desired products were formed in moderate to high chemical yields (up to 95%) and with enantiomeric excess up to 99%. The influence of the stereogenic...
Exploration of chiral aziridine ethers and aziridine alcohols as ligands for the Zn(II) catalyzed enantioselective direct aldol condensations reaction is described. The reaction of acetone with NO2-substituted aromatic aldehydes in the presence of water gave the desired adducts in moderate chemical yields (40–70%) and good to excellent enantiomeric excesses (80–98% ee).
Previously obtained semicarbazides derived from N-triphenylmethyl-aziridine-2-carbohydrazide were explored as ligands in Zn(II) catalyzed diastereo- and enantioselective direct aldol reactions. Complexes of aziridine-semicarbazides with Zn(II) were efficient catalysts in reactions of acetone and hydroxyacetone with NO 2 -substituted aromatic aldehydes in the presence of water.
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