Asymmetric synthesis of beta-amino alcohols by reductive cross-coupling of benzylideneamine with planar chiral benzaldehydes.
[reaction: see text] Samarium iodide mediated reductive cross-coupling of N-tosyl benzylideneamine with benzaldehydes or the corresponding chromium complexes gave syn-beta-amino alcohol derivatives. A dynamic kinetic resolution of a configurationally equilibrated reactive species occurred in the cross-coupling with planar chiral benzaldehyde chromium complexes.
Tanaka
Yoshie
Y
Department of Chemistry, Faculty of Integrated Arts and Sciences, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.
Taniguchi
Nobukazu
N
Uemura
Motokazu
M
D000588:Amines / Q000737:chemistry; D000605:Amino Alcohols / Q000138:chemical synthesis*; D001547:Benzaldehydes / Q000737:chemistry; D001597:Benzylidene Compounds / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D000605:Amino Alcohols; D001547:Benzaldehydes; D001597:Benzylidene Compounds; D003432:Cross-Linking Reagents