Journal
SYNLETT
Volume -, Issue 19, Pages 2985-2988Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0028-1083629
Keywords
polyoxamic acid; polyoxin; chlorosulfonyl isocyanate; amination; sugar
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Funding
- Korean Government (MOEHRD) [KRF-2006-311-E00613]
- Seoul Research and Business Development (Seoul RBD) [10541]
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We report the concise synthesis of (+)-polyoxamic acid and (+)-5-O-carbamoyl polyoxamic acid from L-Xylose in seven or six steps, respectively. The key steps include a diastereoselective animation of syn-1,2-polybenzyl ethers using chlorosulfonyl isocyanate (CSI) and the one-pot introduction of carbamates into the allylic benzyl ether and primary hydroxyl moieties.
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