ENANTIOMERIC 2-ANILINO-2-OXO-1,3,2-OXAZAPHOSPHORINANES - SYNTHESIS AND NMR-INVESTIGATION OF THEIR NON-RACEMIC MIXTURES

Authors
OURYUPIN AB KADYKO MI PETROVSKII PV FEDIN EI OKRUSZEK A KINAS R STEC WJ
Citation
Ab. Ouryupin et al., ENANTIOMERIC 2-ANILINO-2-OXO-1,3,2-OXAZAPHOSPHORINANES - SYNTHESIS AND NMR-INVESTIGATION OF THEIR NON-RACEMIC MIXTURES, Tetrahedron : asymmetry, 6(7), 1995, pp. 1813-1824
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
7
Year of publication
1995
Pages
1813 - 1824
Database
ISI
SICI code
0957-4166(1995)6:7<1813:E2-SA>2.0.ZU;2-Y
Abstract
Enantiomeric R-(-)- and (S)-(+)-2-anilino-2-oxo-1,3,2-oxazaphosphorina nes (1) have been synthesized by catalytic debenzylation of separated diastereomers of 3-(alpha-methylbenzyl)-2-anilino-2-oxo-1, 3,2-oxazaph osphorinanes. Self-induced diastereomeric anisochronicity in non-racem ic mixtures of these enantiomers was shown to vary with enantiomeric c omposition, overall-specimen concentration, and temperature. The equil ibrium constants of monomer-dimer and homo-cross-associate diastereome ric equilibria are estimated for the first time.