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 ɛ-caprolactam. The chiral steric environment shows modest enantioselectivity (55% de) for chiral guests such as pinane diols bound inside the cavitand.