Determination of absolute configuration of α-hydroxyphosphonates by 31P NMR spectroscopy of corresponding mosher esters
The absolute configuration of α-hydroxyphosphonates was determined by derivatisation with Mosher reagent and application of 31P NMR spectroscopy.
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Determination of absolute configuration by <sup>31</sup>P NMR
2014, Tetrahedron AsymmetryCitation Excerpt :Further research on (1RS,2RS)-Mosher esters showed, that esters appeared on the spectrum, from lower to upper field, in the order: (S,S), (S,R), (R,R), (R,S). Assignments were carried out on the basis of the previous research of Hammerschmidt and Li.6 In another work concerning the chemoenzymatic synthesis conducted by Hammerschmidt et al.,34 the absolute configuration of one of the enantiomers of diizopropyl 2-azido-1-hydroxyethylphosphonate was determined on the basis of research of α-hydroxyphosphonates.
Phosphopeptidomimetic substance libraries from multicomponent reaction: Enantioseparation on quinidine carbamate stationary phase
2013, Journal of Chromatography ACitation Excerpt :Thus, the development of a simple and versatile method for the enantioseparation of these structures is strongly desirable. In this context 31P NMR methods based on different complexation induced shifts of signals of diastereomeric complexes with a chiral solvating agent [14,15] as well as an MS fragmentation method based metal complexes with chiral aminophosphonic acid have been reported [16]. While several reports have been published on different enantioselective HPLC methods for the ester analogs of phosphonic and aminophosphonic acid (APAs), e.g., using cellulose or amylose based chiral stationary phases (CSPs) [17] or ‘Pirkle-type’ CSPs [18–20], publications dealing with the direct enantioseparation of APAs with an underivatized phosphonic acid group are scarce.
New approach to the enantiomerically pure 1,2,3- trihydroxypropylphosphonates
2010, Tetrahedron AsymmetryAssignment of the absolute configuration of hydroxy- and aminophosphonates by NMR spectroscopy
2009, Tetrahedron AsymmetryEnantiomerically pure 4-amino-1,2,3-trihydroxybutylphosphonic acids
2005, Tetrahedron