2004
DOI: 10.1016/j.chroma.2004.05.068
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Kinetic study on the epimerization of trityloxymethyl butyrolactol by liquid chromatography

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Cited by 8 publications
(6 citation statements)
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“…This indicates that there is a TFA and DEA concentration region in which enantiomerization kinetics is lowered as previously reported by Li et al. (2004) for trityloxymethyl butyrolactol, a chiral hemiacetal. The results corroborate with the ΔS # value determined and showed that ETO‐OH enantiomerization kinetics is catalyzed by acid and base.…”
Section: Resultssupporting
confidence: 84%
“…This indicates that there is a TFA and DEA concentration region in which enantiomerization kinetics is lowered as previously reported by Li et al. (2004) for trityloxymethyl butyrolactol, a chiral hemiacetal. The results corroborate with the ΔS # value determined and showed that ETO‐OH enantiomerization kinetics is catalyzed by acid and base.…”
Section: Resultssupporting
confidence: 84%
“…This phenomenon has been observed, for example, in carbohydrates (Pihlaja and Kleinpeter, 1994), trityloxymethyl butyrolactols (Li et al, 2004), and butyrolactol lignans (Wei-Ming et al, 1987). Therefore, dynamic molecular processes were investigated using NMR techniques.…”
Section: Resultsmentioning
confidence: 89%
“…17, 18 Li and co-workers were able to determine the diastereomerization barrier of stereolabile trityloxymethyl butyrolactol using an achiral C 18 -column under reversed phase conditions. 19 The atropisomerization of a series of axially chiral biaryl derivatives of 4-(dimethylamino)pyridine, DMAP, has been investigated by Spivey et al using Chiralcel OB, OD, OJ or Chiralpak AD as the CSP in order to identify conformationally stable, DMAP-derived catalyst candidates for effective kinetic resolution of secondary alcohols. 20 Wolf and Tumambac investigated the isomerization of 1,8bis(29-phenyl-49-pyridyl)naphthalene over a temperature range of more than 100 uC using dynamic HPLC and computer Rotation of either pyridyl ring of 1,8-bis(29-phenyl-49-pyridyl)naphthalene about the pyridyl-naphthalene bond results in interconversion between the meso syn-and the two axially chiral anti-isomers (Fig.…”
Section: Dynamic High Performance Liquid Chromatographymentioning
confidence: 99%