Highly enantioselective addition of methyl propiolate to aldehydes catalyzed by a titanium (IV) complex of a β-hydroxy amide
T Xu, C Liang, Y Cai, J Li, YM Li, XP Hui - Tetrahedron: Asymmetry, 2009 - Elsevier
Three chiral β-hydroxy amide ligands were prepared by the reaction of benzyl chloride with
amino alcohols derived from l-tyrosine. The titanium (IV) complex of chiral ligand 4a was
found to be an effective catalyst for the asymmetric addition of methyl propiolate to aliphatic
and aromatic aldehydes. The γ-hydroxy-α, β-acetylenic esters were obtained in excellent
enantiomeric excesses (up to 94% ee) under optimized conditions.
amino alcohols derived from l-tyrosine. The titanium (IV) complex of chiral ligand 4a was
found to be an effective catalyst for the asymmetric addition of methyl propiolate to aliphatic
and aromatic aldehydes. The γ-hydroxy-α, β-acetylenic esters were obtained in excellent
enantiomeric excesses (up to 94% ee) under optimized conditions.
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