Concepedia

Carbene Complex Modified Glycals: Synthesis and Reactivity

Karl Heinz Dötz, Richard Ehlenz, Daphne Paetsch

Angewandte Chemie International Edition in English · 1997 · 37 citations · 19 references

Concepts

Chromium-induced BenzannulationNew OpportunitiesEngineeringGlycobiologyOrganic ChemistryOrganometallic CatalysisCarbohydrate-protein InteractionChemistryMetal–carbene BondSynthetic ChemistryBiomolecular Engineering

Abstract

New opportunities in the functionalization of carbohydrates arise from carbene complex modified glycals. They undergo a chromium-induced benzannulation to give benzoglycals 1 and allow a C2-homologization to 2 with retention of the metal–carbene bond by a diastereoselective insertion of ynol ethers.

References

19

Carbene Complexes in Organic Synthesis [New Synthetic Methods (47)]

Karl Heinz Dötz · Angewandte Chemie International Edition in English · 1984 · 586 citations

Inorganic Chemistry, Engineering, Carbene Complexes +8

Recent developments in the synthesis of C-glycosides

Maarten H. D. Postema · Tetrahedron · 1992 · 452 citations

Bioorganic Chemistry, Glycobiology, Natural Product Synthesis +4

Unsaturated carbohydrates. Part IX. Synthesis of 2,3-dideoxy-α-<scp>D</scp>-erythro-hex-2-enopyranosides from tri-O-acetyl-<scp>D</scp>-glucal

R. J. Ferrier, N. Prasad · Journal of the Chemical Society C Organic · 1969 · 263 citations

Bioorganic Chemistry, Derivatives, Biochemistry +13

Photochemical Substitutions on Metal Carbonyls and Their Derivatives

Walter Strohmeier · Angewandte Chemie International Edition in English · 1964 · 161 citations

Chemical Engineering, Engineering, Photoredox Process +8

Organic Derivatives of Chromium, Molybdenum and Tungsten Carbonyls

Thomas A. Magee, Clifford N. Matthews, Tze Seng Wang et al. · Journal of the American Chemical Society · 1961 · 145 citations

Inorganic Chemistry, Chemical Engineering, Chemical Measurement +11