Diastereo- and enantio-selective binding of octyl glucosides by an artificial receptor

Authors:
  • KBKhadga M. Bhattarai
    Khadga M. Bhattarai
  • RBRichard P. Bonar-Law
    Richard P. Bonar-Law
  • ADAnthony P. Davis
    Anthony P. Davis
  • BMBrian A. Murray
    Brian A. Murray
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Abstract
1 H NMR titration experiments have been used to measure the association constants between tetrahydroxycholaphane 1a and the octyl glucosides 2-5; the cholaphane has been shown to discriminate quite effectively between the stereoisomers, showing a diastereoselectivity of ca. 5.5:1 in respect of 2 and 3, and an enantioselectivity of ca. 3:1 in respect of 3 and 5.