Synthesis of N-alpha-pyridylmethyl amino alcohols and application in catalytic asymmetric addition of diethylzinc to aromatic aldehydes

Citation
Yj. Wu et al., Synthesis of N-alpha-pyridylmethyl amino alcohols and application in catalytic asymmetric addition of diethylzinc to aromatic aldehydes, TETRAHEDR-A, 11(17), 2000, pp. 3543-3552
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
17
Year of publication
2000
Pages
3543 - 3552
Database
ISI
SICI code
0957-4166(20000908)11:17<3543:SONAAA>2.0.ZU;2-5
Abstract
A series of novel chiral ligands 2a-2f were conveniently prepared from beta -amino alcohols through a two-step reaction and applied to catalyze the en antioselective addition of diethylzinc to benzaldehyde. Among them, ligand 2c was found to show the best asymmetric induction and catalyze the reactio n of various aromatic aldehydes to provide (R)-secondary alcohols in up to 98.3% ee. (C) 2000 Elsevier Science Ltd. All rights reserved.