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Heptakis[2,3-di-O-methyl-6-O-(L-valine-tert-butylamide-Nα-ylcarbonylmethyl)]-β-cyclodextrin: a New Multifunctional Cyclodextrin CSA for the NMR Enantiodiscrimination of Polar and Apolar Substrates

✍ Scribed by Gloria Uccello-Barretta; Samuele Nazzi; Federica Balzano; Pavel A. Levkin; Volker Schurig; Piero Salvadori

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 139 KB
Volume: 2007
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200700018

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✦ Synopsis

Abstract

Heptakis[2,3‐di‐O‐methyl‐6‐O‐(L‐valine‐tert‐butylamide‐N__^α^__‐ylcarbonylmethyl)]‐β‐cyclodextrin with methyl groups on the secondary sites and a diamide chiral selector on the primary ones showed considerable utility as a CSA in the NMR enantiodiscrimination of a wide spectrum of amino acid derivatives, while also allowing trisubstituted allenes to be enantiodiscriminated. Enantiodiscrimination processes were investigated by Diffusion‐Ordered SpectroscopY (DOSY). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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