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2005
Enantioselective syntheses
O 0031
Simple Derivatives of Natural Amino Acids as Chiral Ligands in the Catalytic
Addition of Phenylacetylene to Aldehydes. — The synthesis of opti26- 022 Asymmetric
cally active propargylic alcohols (III) is smoothly achieved by Ti-catalyzed addition of
aldehydes towards phenylacetylene activated with diethylzinc. Various simple amino
acid derivatives are used as ligands and best results are achieved with N-tosyl-L-proline. Aromatic aldehydes give good results with respect to yield and enantioselectivity
while aliphatic aldehydes are less suitable substrates. — (HAN, Z.-J.; WANG*, R.;
ZHOU, Y.-F.; LIU, L.; Eur. J. Org. Chem. 2005, 5, 934-938; Dep. Biochem. Mol.
Biol., Sch. Life Sci., Lanzhou Univ., Lanzhou 730000, Peop. Rep. China; Eng.) —
Mischke
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