Cyclitols inversion

Other avenues of research were not ignored, however, as is indicated by the preparation of the first furanose-related glycal and the study of inversions in the cyclitol series by treatment of their esters with liquid hydrogen fluoride. Then, in the mid-sixties, Dr. Fletcher began to turn to the chemistry of acylamidodeoxyhexoses. Together with Drs. Nevenka Pravdic and T. D- Inch, he prepared 1,2-ox-azoline derivatives of such carbohydrates. This led to a method for... 

In addition to the conversion of the three cyclitols to the same bromohy-drins, Muller 46) found further evidence for isomerization. When the reaction mixture from mi/o-inositol or scyllo-mositol was treated with Ba(OH)2, he was able to isolate iso-inositol, which has since been shown to be DL-inositol 107). It is to be noted that inversion of any two adjacent carbon atoms of scyllo-inositol would give DL-inositol, while inversion of any one carbon atom would give m /o-inositol. Inversion of the stereochemically equivalent carbon atoms (number 1) of m /o-inositol would give DL-inositol. Muller also isolated an ill-characterized pseudo-inositol. ... 

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