Abstract
An improved procedure is reported for the asymmetric synthesis of uracil polyoxin C (UPOC) from 2′,3′-O-isopropylideneuridine-5′-aldehyde. The methodology described here is based on the highly diastereocontrolled formation of 1-(β-D-allofuranosyl)uracil and its facile conversion into the corresponding 2,5′-O-cyclouridine derivative, a key step for the sterocontrolled formation of the terminal α-amino acid of UPOC.
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