Abstract

Abstract Four 3-amino-2,3,6-trideoxysugars were synthesized by a divergent route from a single enone 9a. The Migita–Stille coupling introduced a methyl group at the 3-position. Stereoselective reduction of enone and the Mitsunobu reaction provided both β- and α-hydroxy groups at the 4-position. Stereospecific radical cyclization of the C4 carbamoyl moiety furnished the desired 5a, 5b and 6a, 6b, respectively.

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