Concepedia

Fragmentation of Carbohydrate Anomeric Alkoxy Radicals: A New Synthesis of Chiral 1-Halo-1-iodo Compounds

Concepción C. González, Alan R. Kennedy, Elisa I. León, Concepción Riesco‐Fagundo, Ernesto Suárez

Angewandte Chemie International Edition · 2001 · 51 citations · 26 references

DOI

Concepts

Abstract

One less carbon atom is found in 1-halo-1-iodo compounds obtained by C1-C2 radical fragmentation of carbohydrate 1,2-halohydrins. This fragmentation is achieved via the anomeric alkoxy radicals of the halohydrins, formed upon reaction with (diacetoxyiodo)benzene and iodine [Eq. (1); X=Cl, Br, I].

References

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