ASYMMETRIC ADDITION OF BUTYLLITHIUM TO N-METALLO IMINES OF BENZALDEHYDE

Authors
ITSUNO S SASAKI M KURODA S ITO K
Citation
S. Itsuno et al., ASYMMETRIC ADDITION OF BUTYLLITHIUM TO N-METALLO IMINES OF BENZALDEHYDE, Tetrahedron : asymmetry, 6(7), 1995, pp. 1507-1510
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
7
Year of publication
1995
Pages
1507 - 1510
Database
ISI
SICI code
0957-4166(1995)6:7<1507:AAOBTN>2.0.ZU;2-3
Abstract
N-Metallo imines derived from benzaldehyde such as N-aluminium imine, N-boryl imine and N-silyl inline,were asymmetrically alkylated with bu tyllithium iri the presence of chiral ligands including (-)-sparteine and proline-derived amino alcohols to give optically active 1-phenylpe ntyl-1-amine in up to 74 % enantiomeric excess. Polymer-supported chir al ligands were also used for the asymmetric addition.