Cyclodextrin Smith degradation

L. Kandra, A. Liptak, I. Jodal, P. Nanasi, and J. Szejtii, Preparation of macro crown ether-like compounds by the Smith degradation of cyclodextrins, J. Inclusion Phenom., 2 (1984) 869-875. 

L. KANDRA, A. LIPTAK, I. JODAL, P. nAnASI, and J. SZEJTLI / Preparation of Macro Crown Ether-Like Compounds by the Smith Degradation of Cyclodextrins... 

PREPARATION OF MACRO CROWN ETHER-LIKE COMPOUNDS BY THE SMITH DEGRADATION OF CYCLODEXTRINS... 

Beta-cyclodextrin was converted by Smith-degradation into crown ether-like derivatives. Cyclodextrins are macrocyclic carbohydrate molecules built from 6, 7 or 8 monomeric glucose units and arranged in a torus which are denoted alfa, beta or gamma-cyclodextrins, respectively. 

The cleavage of the ring of beta-cyclodextrin was accomplished by periodate oxidation. The kinetics of the oxidation of cyclodextrins with periodate have been studied by French et al. (10). During our work the Smith-degradation process was somewhat modified as the polyalcohol, obtained after the reduction, was converted into acetylated-, methylated and tosylated analogues. 

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See also in sourсe #XX -- [ ]

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