TY - JOUR
T1 - The facile synthesis of chiral oxazoline catalysts for the diethylzinc addition to aldehydes
AU - Braga, A.L.
AU - Rubim, R.M.
AU - Schrekker, H.S.
AU - Wessjohann, L.A.
AU - de Bolster, M.W.G.
AU - Zeni, G.
AU - Sehnem, J.A.
PY - 2003
Y1 - 2003
N2 - A range of chiral 4-(1′-hydroxyalkyl)oxazoline catalysts can be obtained in a straightforward two step synthesis, starting from β-hydroxy amino acids like L-serine or L-threonine. Catalyst 4c forms a complex with diethylzinc, effective for the enantioselective addition to aldehydes resulting in high yields and enantiomeric excesses up to >99% even with aliphatic aldehydes. In the latter case the enantiomeric excess showed a marked dependence of the aldehyde's chain length. © 2003 Elsevier Ltd. All rights reserved.
AB - A range of chiral 4-(1′-hydroxyalkyl)oxazoline catalysts can be obtained in a straightforward two step synthesis, starting from β-hydroxy amino acids like L-serine or L-threonine. Catalyst 4c forms a complex with diethylzinc, effective for the enantioselective addition to aldehydes resulting in high yields and enantiomeric excesses up to >99% even with aliphatic aldehydes. In the latter case the enantiomeric excess showed a marked dependence of the aldehyde's chain length. © 2003 Elsevier Ltd. All rights reserved.
UR - https://www.scopus.com/pages/publications/0142227156
UR - https://www.scopus.com/inward/citedby.url?scp=0142227156&partnerID=8YFLogxK
U2 - 10.1016/j.tetasy.2003.08.029
DO - 10.1016/j.tetasy.2003.08.029
M3 - Article
SN - 0957-4166
VL - 14
SP - 3291
EP - 3295
JO - Tetrahedron: Asymmetry
JF - Tetrahedron: Asymmetry
ER -