Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system
Victoria Dimakos, Daniel J. Gorelik, Hsin Y. Su, Graham E. Garrett, Gregory Hughes, Hiromitsu Shibayama, Mark S. Taylor
Abstract
The combined action of boronic acid, photoredox catalyst and hydrogen atom transfer mediator enables the transformation of furanosides to 2-keto-3-deoxyfuranosides, a synthetic analog of the process catalyzed by the ribonucleotide reductase enzymes.
Topics & Concepts
ChemistryCatalysisRibonucleotide reductaseCombinatorial chemistryPhotoredox catalysisEnediyneCatalytic cycleRedoxOrganic chemistryBiochemistryProtein subunitGenePhotocatalysisFluorine in Organic ChemistryRadical Photochemical ReactionsCarbohydrate Chemistry and Synthesis