THE RATIONAL DESIGN AND APPLICATION OF NEW CHIRAL PHOSPHONATES FOR THE ENANTIOMERIC EXCESS DETERMINATION OF UNPROTECTED AMINO-ACIDS - REMARKABLE PH DEPENDENCY OF THE DIASTEREOMERIC SHIFT DIFFERENCES

Authors
HULST R DEVRIES NK FERINGA BL
Citation
R. Hulst et al., THE RATIONAL DESIGN AND APPLICATION OF NEW CHIRAL PHOSPHONATES FOR THE ENANTIOMERIC EXCESS DETERMINATION OF UNPROTECTED AMINO-ACIDS - REMARKABLE PH DEPENDENCY OF THE DIASTEREOMERIC SHIFT DIFFERENCES, Tetrahedron, 50(40), 1994, pp. 11721-11728
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
40
Year of publication
1994
Pages
11721 - 11728
Database
ISI
SICI code
0040-4020(1994)50:40<11721:TRDAAO>2.0.ZU;2-U
Abstract
Diasteromeric amide derivatives of chiral phosphorinane 8 and unprotec ted amino acids are easily prepared in aquious solutions, showing well separated signals in the P-31 NMR spectra allowing accurate enantiome ric excess determination. Moreover, the obtained diastereomeric shift dispersion appears to be highly pH dependent, indicating the influence of intramolecular ion pair formation on the diastereomeric shift disp ersion.