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2005
Alcohols
Q 0230
02- 074
α-Hydroxy Carboxylic Acids as Ligands for Enantioselective Diethylzinc Additions to Aromatic and Aliphatic Aldehydes. — Eight optically active α-hydroxy
acids are examined as ligands in the titanium-mediated addition reaction of Et2Zn to
aromatic and aliphatic aldehydes, and the factors influencing the yield and the asymmetric induction are systematically investigated. Best results are obtained with acids
(I). Application of acid (Ic) affords alcohol (IVc) with the highest enantioselectivity
(91% e.e.), but the yield is seriously dropped to 54%. — (BAUER*, T.; GAJEWIAK,
J.; Tetrahedron 60 (2004) 41, 9163-9170; Dep. Chem., Univ. Warsaw,
PL-02-093 Warsaw, Pol.; Eng.) — Klein
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