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Convenient synthesis of 2-deoxy-scyllo-inosose and 2-deoxy-scyllo-inosamine: two key intermediates on the biosynthetic pathway to aminoglycoside antibiotics

✍ Scribed by Jinquan Yu; Jonathan B Spencer


Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
56 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis


2-Deoxy-scyllo-inosose 1 and 2-deoxy-scyllo-inosamine 2 are two of the key intermediates on the biosynthetic pathway to 2-deoxystreptamine-containing aminoglycoside antibiotics. Convenient syntheses of 1, 2 and tritium-labelled 2 via stereoselective deoxygenation of myo-inositol using LTBH are reported. This should provide the substrates necessary for characterising the enzymes involved on the biosynthetic pathway.