Chiral Recognition of (R)-(−)-1,7-Dioxaspiro-[5.5]undecane by Hexakis(2,3,6-tri-O-methyl)-α-cyclodextrin


  • This research was supported by the EU (VALUE CTT 472, K. Y., I. M. M., K. D).


original image

Even on a large scale an aqueous solution of 1,7-dioxaspiro[5.5]undecane and a tailored cyclodextrin selectively yields the inclusion complex with the (R) guest (shown on the right), the structure of which was studied both in the solid state and in solution. The yields are higher than would be expected for the racemate because the (S) enantiomer of the guest is transformed into the (R) enantiomer, which forms the more stable host–guest complex.