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2005
Amino acids
U 0400
Asymmetric Synthesis of β-Hydroxy Amino Acids via Aldol Reactions Catalyzed
Chiral Ammonium Salts. — The direct aldol reaction of glycinate Schifff base (I)
04- 195 by
with aliphatic aldehydes (II) is smoothly catalyzed by Cinchona alkaloid-derived chiral
ammonium salt (cat.) to give the corresponding aldol products (IV)/(V) with moderate
to good enantioselectivity but very low diastereoselectivity. Best results are obtained
for aldehydes bearing an aryl ring at the aliphatic chain. — (METTATH, S.;
SRIKANTH, G. S. C.; DANGERFIELD, B. S.; CASTLE*, S. L.; J. Org. Chem. 69
(2004) 19, 6489-6492; Dep. Chem. Biochem., Brigham Young Univ., Provo, UT
84602, USA; Eng.) — Mischke
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