Sugar Deoxygenation by Domino Reaction

SCHEME 4.18 Domino reaction to access sugar bislactones in the presence of PCC. 

4-Deoxy sugars showed an inhibitory effect on the biosynthesis of heparan sulphate [47], and a 4-deoxy branched-chain sugar is a structural feature of amipurimycin, isolated from Streptomyces novoguineensis, that presented a strong antifungal activity against Pyricularia oryzae [48], 

Antimicrobial surface active deoxy glycosides Inhibitor of heparan sulfate biosynthesis 

EIGURE 4.10 Examples of bioactive compounds exhibiting deoxy sugars in their structure. 

SCHEME 4.19 Domino reaction affording a 4-deoxy keto sugar directly from the hydroxyl keto sugar precursor. 

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