EASY PREPARATION OF ENANTIOPURE C-2-SYMMETRICAL AMINOALCOHOLS DERIVEDFROM M-XYLYLENE DIAMINE

Citation
Jm. Andres et al., EASY PREPARATION OF ENANTIOPURE C-2-SYMMETRICAL AMINOALCOHOLS DERIVEDFROM M-XYLYLENE DIAMINE, Tetrahedron : asymmetry, 5(1), 1994, pp. 57-66
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
5
Issue
1
Year of publication
1994
Pages
57 - 66
Database
ISI
SICI code
0957-4166(1994)5:1<57:EPOECA>2.0.ZU;2-I
Abstract
The title compounds were prepared by condensation of isophthaldehyde w ith chiral amino alcohols or alpha-amino esters in three different way s depending on the substitution pattern. These methods are: for N-subs tituted amino alcohols, by reduction of the epimeric mixtures of 1,3-o xazolidines formed in the condensation process; for unsubstituted ones , by reduction of the corresponding hydroxy imines, followed by N-alky lation; and for the imines obtained in the condensation with amino eat ers, by sequential reduction and reaction with methylmagnesium iodide.