Chromatographic resolution of anthryl- and phenanthryl-ethylamines and their use as chiral modifiers for catalytic heterogeneous hydrogenation of ethyl pyruvate

Citation
A. Solladie-cavallo et al., Chromatographic resolution of anthryl- and phenanthryl-ethylamines and their use as chiral modifiers for catalytic heterogeneous hydrogenation of ethyl pyruvate, ENANTIOMER, 6(4), 2001, pp. 245-249
Citations number
15
Categorie Soggetti
Chemistry
Journal title
ENANTIOMER
ISSN journal
10242430 → ACNP
Volume
6
Issue
4
Year of publication
2001
Pages
245 - 249
Database
ISI
SICI code
1024-2430(2001)6:4<245:CROAAP>2.0.ZU;2-S
Abstract
Efficient synthesis (1 to 2 steps and 95-97% overall yields) and efficient chiral chromatographic resolution of rac-anthryl-ethylamine (6a) and phenan thryl-ethylamine (7a) (35-38% of each enantiomers) have been performed. Tes ted as chiral modifiers for catalytic heterogeneous hydrogenation of ethyl pyruvate, (+)-6a and (+)-7a led to 12-30% ee and the monobenzyl derivative (-)-7b provided 40% ee.