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Original Articles

Stereoselective Palladium(0)-Mediated Synthesis of Unsaturated 1,4-Disaccharides

, , , &
Pages 891-910 | Received 04 Nov 1996, Accepted 01 Apr 1997, Published online: 21 Aug 2006
 

Abstract

Unsaturated 1,4-disaccharides are obtained in quite good yields by alkylation of ethyl α-O2-glycosides, having a leaving group at C-4, with various 1-hydroxycarbohydrates in the presence of a catalytic amount of palladium(0). The reaction is regio-and-stereospecific for α-erythro enosides 3 and 5, and only stereospecific in the case of the β-threo enoside 7, alkylation occuring at C-4 and C-2 in this case.

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