Kmk. Kutterer et G. Just, Cyano diallylamine additions to glycoside and nucleoside aldehydes and itsapplication to the synthesis of polyoxin L and uracil polyoxin C, HETEROCYCLE, 51(6), 1999, pp. 1409
Three efficient, high yielding syntheses of precursors (1) of carbamoylpoly
oxamic acid from L-arabinose, based on the simultaneous addition of the aci
d and amine functionalities, are described. Utilizing the same methodology
and uridine as the starting material, an expedient 3 step (61% overall yiel
d) synthesis of protected uracil polyoxin C (or the nucleoside moiety of po
lyoxin L, 2), is also described.