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© Research
Publication : Carbohydrate research

Formation of septanoses from hexopyranosides via 5,6-exo-glycals

Team: Archived: Experimental neuropathology
Scientific Fields
Diseases
Organisms
Applications
Technique

Published in Carbohydrate research - 14 Mar 2012

Jackowski O, Chrétien F, Didierjean C, Chapleur Y

Link to Pubmed [PMID] – 22483805

Carbohydr. Res. 2012 Jul;356:93-103

Methyl D-hexo-5-ulosides are obtained in high yield by dihydroxylation of 5,6-exo-glucal compounds. The bicyclic structure (1,6-anhydropyrano-5-ulose) of the products is adopted in solution and in solid state in a (4)C(1) conformation. This methodology has been used to prepare 1,6-anhydro-L-idopyrano-5-uloses. Further manipulation of the 1,6-anhydro bridge allowed the preparation of the yet unknown septano-5-uloses in moderate to high yields.