Publication | Closed Access
Recent Developments in the Ferrier Rearrangement
176
Citations
250
References
2013
Year
Allylic RearrangementBiosynthesisEngineeringChemical TransformationBiochemistryPhysicsNatural SciencesExperimental AnalysisDiversity-oriented SynthesisGlycobiologyAbstract GlycalsFerrier RearrangementNatural Product SynthesisCarbohydrate-protein InteractionBiomolecular EngineeringGlycosylation
Abstract Glycals (1,2‐unsaturated, cyclic carbohydrate derivatives) readily undergo (catalyzed) substitution reactions at C‐1 accompanied by allylic rearrangement. This reaction, currently named Ferrier rearrangement, or the Ferrier I reaction, has established itself as a useful synthetic tool for carbohydrate transformations. By means of this reaction, glycals can be converted into highly useful 2,3‐unsaturated glycosides. This review summarizes recent developments in the use of promoters for the Ferrier rearrangement of O‐, N‐, C‐ and S‐nucleophiles with glycals.
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