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- Title
Monomeric and Dimeric 9- O Anthraquinone and Phenanthryl Derivatives of Cinchona Alkaloids as Chiral Solvating Agents for the NMR Enantiodiscrimination of Chiral Hemiesters.
- Authors
Uccello Barretta, Gloria; Mandoli, Alessandro; Balzano, Federica; Aiello, Federica; De Nicola, Beatrice; Del Grande, Alessandro
- Abstract
Mono- and bis-alkaloid chiral auxiliaries with anthraquinone or phenanthryl cores were probed as chiral solvating agents (CSAs) for the enantiodiscrimination of chiral cyclic hemiesters. The dimeric anthraquinone derivative and the monomeric phenanthryl one showed remarkable efficiency in the (NMR) differentiation of enantiomeric mixtures of hemiesters. An anthraquinone analogous with a single alkaloid unit was remarkably less effective. The conformational prevalence of the chiral auxiliaries were ascertained by NMR. Chirality 27:693-699, 2015. © 2015 Wiley Periodicals, Inc.
- Subjects
ANTHRAQUINONES; SPECTRUM analysis; ALKALOID synthesis; CHIRALITY; NUCLEAR magnetic resonance; NUCLEAR magnetic resonance spectroscopy
- Publication
Chirality, 2015, Vol 27, Issue 10, p693
- ISSN
0899-0042
- Publication type
Article
- DOI
10.1002/chir.22488