Enantiomeric 2-anilino-2-oxo-1, 3, 2-oxazaphosphorinanes: synthesis and NMR-investigation of their non-racemic mixtures

…, MI Kadyko, PV Petrovskii, EI Fedin, A Okruszek…

Index: Ouryupin, Andrei B.; Kadyko, Mikhail I.; Petrovskii, Pavel V.; Fedin, Erlen I.; Okruszek, Andrzej; et al. Tetrahedron: Asymmetry, 1995 , vol. 6, # 7 p. 1813 - 1824

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Citation Number: 22

Abstract

Enantiomeric R-(−)-and (S)-(+)-2-anilino-2-oxo-1, 3, 2-oxazaphosphorinanes (1) have been synthesized by catalytic debenzylation of separated diastereomers of 3-(α-methylbenzyl)-2- anilino-2-oxo-1, 3, 2-oxazaphosphorinanes. Self-induced diastereomeric anisochronicity in non-racemic mixtures of these enantiomers was shown to vary with enantiomeric composition, overall specimen concentration, and temperature. The equilibrium constants ...