Deepened chiral cavitands

Deep cavitands bearing eight asymmetric centers on their upper rims are prepared from octamino resorcinarenes. The resorcinarenes are acylated with FmOC D- and L-alanine or Fmoc glycine acid chlorides. The asymmetric centers create a chiral magnetic environment as shown by binding achiral F.-caprolactam. The chiral steric environment shows modest enantioselectivity (55% de) for chiral guests such as pinane diols bound inside the cavitand. (C) 2008 Published by Elsevier Ltd.