Aminoglycosides, chemistry

Reden, J., and Diirckheimer, W. Aminoglycoside Antibiotics — Chemistry, Biochemistry, Structure-Activity Relationships. 83, 105-170 (1979). 

The Barton-McCombie deoxygenation reaction was invented for use in the manipulation of aminoglycoside antibiotics. It has become a popular method because of the mild conditions employed. Radical reactions have advantages over ionic reactions for carbohydrate chemistry. In this context, there is little neighboring group interference in cationic reactions and little elimination compared with normal nucleophilic displacement reactions. 

D. H. R. Barton and R. Subramanian, Reactions of relevance to the chemistry of aminoglycoside antibiotics. Part 7. Conversion of thiocarbonates into deoxy-sugars, J. Chem. Soc. Perkin Tram. 7 1718 (1977). 

In connection with the chemistry of aminoglycoside antibiotics, it was important to have a radical reaction that... 

Other cla.sses of therapeutically important compounds that have been. synthesized successfully by u.sing solid-pha.se combinatorial chemistry include carbohydrates and natural products. Polysaccharides ate important for various carbohydrate-protein interactions. Carbohydrate antibiotics, including vancomycin and aminoglycosides, have been the targets of combinatorial chemistry, as well as complex oligosaccharides like the one shown in Figure 3-9." A vari-... 

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