Carbocyclic polyols

At this stage it is important to briefly examine the biosynthesis of carbocyclic polyols, concentrating on six membered rings. Myo-inositol derivatives, for example, are formed from D-glucose 6-phosphate 1 by a stereospecific ring-closure under the catalytic influence of inositol cyclase (Scheme 1) [lb]. 

Synthesis of chiral carbocyclic nucleotides, nucleoside analogs with fragments of 5-membered carbocyclic polyols instead of the glycosyl group 92T571. 

The Suami and Ogawa group has been particularly active in the field of carbocyclic polyols. The main line of their interest was confined to the synthesis of aminocyclitols, constituents of aminoglycoside antibiotics and their analogs. Besides, inosamines and aminocyclopentanepolyols obtained in their laboratory were utilized as substrates in synthesis of nucleoside analogs. A... 

D-Glucose-derived radical precursors 225 and 226 have been subjected to carbocyclization reactions to yield cyclic polyol derivatives in enantiomerically pure form. They underwent 6-exo-trig and 7-exo-dig radical cyclizations upon treatment with tributyltin hydride and AIBN to give the cyclo-hexitol and -heptitols, 227 and 228 respectively, in moderate yields. ... 

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