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Hirao cross-coupling reaction as efficient tool to build non-natural C2-phosphonylated sugars.Supported by: Fondation de la Maison de la Chimie
A range of C2-phosphonylated sugars have been accessed through a palladium-catalyzed Hirao cross-coupling on 2-iodoglycals using trialkylphosphites as phosphorylating reagents. The developed conditions led to create an unnatural C-P bond on sugars and proved to be compatible with diversely protected glycals (acetyl-, benzyl-, PMB-protected) as well as with unprotected substrates. Several monosaccharides and one disaccharide have been synthesized by this methodology. Deprotection conditions were also described.
Received: 15 October 2021
Accepted after revision: 30 November 2021
30 November 2021 (online)
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