Heptakis[2,3‐di‐<i>O</i>‐methyl‐6‐<i>O</i>‐(<scp>L</scp>‐valine‐<i>tert</i>‐butylamide‐<i>N</i><i>^α</i>‐ylcarbonylmethyl)]‐β‐cyclodextrin: a New Multifunctional Cyclodextrin CSA for the NMR Enantiodiscrimination of Polar and Apolar Substrates

Abstract

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 &amp; Co. KGaA, 69451 Weinheim, Germany, 2007)