Metal-Graphite Reagents in Carbohydrate Chemistry, VII. Fragmentation of 
0-Alkylidene-Deoxy Halo Sugars

Fürstner, Alois; Koglbauer, Ulrike; Weidmann, Hans

doi:10.1080/07328309008543853

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Metal-Graphite Reagents in Carbohydrate Chemistry, VII. Fragmentation of 0-Alkylidene-Deoxy Halo Sugars

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Fürstner, A., Koglbauer, U., & Weidmann, H. (1990). Metal-Graphite Reagents in Carbohydrate Chemistry, VII. Fragmentation of 0-Alkylidene-Deoxy Halo Sugars. Journal of Carbohydrate Chemistry, 9(5), 561-570. doi:10.1080/07328309008543853.

Cite as: https://hdl.handle.net/11858/00-001M-0000-000E-7C0C-9

Abstract

Contrary to the methods previously described, treatment with zinc/-
silver-graphite or potassium-graphite laminate (C₈K) of the di-0-
isopropylidene derivatives of 1-deoxy-l-halo-β-D-fructopyranose, 1-deoxy-
1-halo-α-L-sorbofuranose, 6-deoxy-6-iodo-α-D-galactopyranose, and 3-
deoxy-3-iodo-α-D-glucofuranose resulted in the high yield formation of
the respective unsaturated sugar derivatives by fragmentation with loss
of one of the acetal groups.