CHIRAL LIGANDS CONTAINING HETEROATOMS .11. OPTICALLY-ACTIVE 2-HYDROXYMETHYL PIPERAZINES AS CATALYSTS IN THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE

Authors
FALORNI M SATTA M CONTI S GIACOMELLI G
Citation
M. Falorni et al., CHIRAL LIGANDS CONTAINING HETEROATOMS .11. OPTICALLY-ACTIVE 2-HYDROXYMETHYL PIPERAZINES AS CATALYSTS IN THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE, Tetrahedron : asymmetry, 4(11), 1993, pp. 2389-2398
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
11
Year of publication
1993
Pages
2389 - 2398
Database
ISI
SICI code
0957-4166(1993)4:11<2389:CLCH.O>2.0.ZU;2-Z
Abstract
Starting from enantiomerically pure serine, a series of (2R,5S) and (2 S,5S)-2-hydroxymethyl-5-alkyl piperazines 1-5 were prepared in good yi elds without any racemization. The use of these compounds as chiral ca talysts for the enantioselective addition of diethylzinc to aldehydes is described. This paper reports the first example of the use of piper azine methanols in asymmetric synthesis.