ArticleThe Journal of organic chemistry2025
Selective Monoreduction of 2,4 Diazido-Dideoxy Hexoses by Hydrogenation over Lindlar Catalyst.
Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
A novel, mild and site-selective hydrogenation of equatorial azides in diazido hexoses, achieved using Lindlar catalyst, is reported. Optimization studies on l-β-2,4-dideoxy-diazido rhamnoside revealed exclusive reduction of the equatorial azide while axially positioned azide groups remain untouched, affording the corresponding monoamino sugar in up to 87% yield. The methodology proved reliable across different diverse substitution patterns, consistently favoring equatorial over axial azide reduction while allowing for straightforward purification and scalability.
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