1999
DOI: 10.1016/s0957-4166(99)00003-8
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5-Amino-4-aryl-2,2-dimethyl-1,3-dioxans: application as chiral NMR shift reagents and derivatizing agents for acidic compounds

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Cited by 24 publications
(11 citation statements)
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“…The reliability of the analysis can be improved by adding Ba(II) to the samples. 29 The ring current from the aromatic group causes systematic shifts and, because the amines are rigid with a known conformation, the shifts can be used to assign ACs. Comparing 1 H NMR spectral data before and after addition of Ba(II) can be used to confirm the assignment of the AC.…”
Section: Chiral Reagents For Determining Ee and Acmentioning
confidence: 99%
“…The reliability of the analysis can be improved by adding Ba(II) to the samples. 29 The ring current from the aromatic group causes systematic shifts and, because the amines are rigid with a known conformation, the shifts can be used to assign ACs. Comparing 1 H NMR spectral data before and after addition of Ba(II) can be used to confirm the assignment of the AC.…”
Section: Chiral Reagents For Determining Ee and Acmentioning
confidence: 99%
“…Chiral derivatizing agents (CDA) continue to be an important and convenient tool for determining the enantiopurity of chiral compounds. Over the years, many authors have reported the use of these derivatizing agents on a variety of molecules such as carboxylic acids [22,23], amino alcohols [24], amines [25][26][27][28] and cyanohydrins [29,30]. Despite the fact that chiral shift reagents (CSA) do not require prior purification of modified substrates, the synthesis of CSAs continues to remain challenging, compared to the synthesis of CDAs.…”
Section: Introductionmentioning
confidence: 99%
“…The investigation of the chiral recognition of carboxylic acids by artificial receptors was of critical importance in the preparation, separation, and analysis of enantiomerically pure carboxylic acids and disclosing the mechanism of interaction of the carboxylic acids with biological systems. Therefore, a variety of chiral shift reagents, such as chiral amines,19–24 amino alcohols,25 Tröger's Base,26 macrocyclic amines and amides,27–34 crown ethers,35–37 and calixarenes,38–43 have been described in the literature to determine the enantiomeric purity and understand the basis of the mechanism of host–guest complexations. To date, however, there are only a few examples of proline‐derived receptors44, 45 for the enantiomeric recognition of carboxylic acids.…”
Section: Introductionmentioning
confidence: 99%