The Journal of Organic Chemistry · 2007 · 10 citations · 7 references
Natural SciencesChemistryMedicinal ChemistryBiocatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisBicyclononyne ChemistryHeterocycle FunctionalizationTransition State Mimics
Synthetic or natural aza-sugars have shown promise as a therapeutic approach to a variety of disease states by acting as transition state mimics to sugar processing enzymes. Although the synthesis of functionalized bicyclo[3.2.1]octanes has been reported, the procedures are relatively long and low yielding. Herein, we report the facile synthesis of polyhydroxylated 2-azabicyclo[3.2.1]octane that can be selectively functionalized.
7
Tatsuo Hamada, Atsushi Nishida, Osamu Yonemitsu · Journal of the American Chemical Society · 1986 · 140 citations