N. Sakairi et H. Kuzuhara, REGIOSELECTIVE MONO-2-C-IODINATION OF FULLY METHYLATED CYCLODEXTRINS THROUGH INTERCONVERSIONS BETWEEN CYCLIC AND ACYCLIC STRUCTURES, Chemistry Letters, (7), 1993, pp. 1093-1096
An efficient procedure for modification at C-2 position of fully methy
lated alpha-, beta-, and gamma-cyclodextrins was achieved by thiolytic
fission of one of their glycosidic bonds, followed by conversion of t
he resulting 1-thioglycosides into glycals and addition of iodonium io
n accompanied intramolecular glycosidation, giving novel methylated cy
clooligosaccharides containing 2-deoxy-2-iodo-alpha-D-mannopyranosyl m
oiety as one of the constituents.