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trans-Benzoxanthene receptors for enantioselective recognition of amino acid derivatives

✍ Scribed by Emilio M Pérez; Ana I Oliva; José V Hernández; Luis Simón; Joaquı́n R Morán; Francisca Sanz


Book ID
104231161
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
94 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


Neutral cleft-type hydrogen-bonding receptors based on a trans-benzoxanthene skeleton have shown good stereoselective association towards carbamate derivatives of amino acids. Among these, the best results corresponded to the commercially available benzyloxycarbamate (Cbz) while the t-butyloxycarbamate (Boc) protecting group afforded disappointing results. Preparative TLC impregnated in ethoxycarbonyl proline provided a rapid way to resolve the receptor racemic mixture. X-Ray analysis and Overhauser effects allow us to suggest a structure for these complexes and the reasons for the observed chiral discrimination.


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ChemInform Abstract: trans-Benzoxanthene
✍ Emilio M. Perez; Ana I. Oliva; Jose V. Hernandez; Luis Simon; Joaquin R. Moran; 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 25 KB 👁 2 views

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