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- W2952395454 abstract "A new general two-step methodology for the synthesis of chiral fluoro, chloro, bromo and iodo vinyl azides from carbohydrate-derived halohydrins has been developed. The anomeric alkoxyl radical fragmentation of 3-azido-2,3-dideoxy-2-halo-pyranoses under oxidative conditions with (diacetoxyiodo) benzene and iodine gave 2-azido-1,2-dideoxy-1-halo-1-iodo-alditols, which by chemoselective dehydroiodination afforded (Z, E)-2-azido-1,2-dideoxy-1-halo-4-O-formyl-pent-1-enitols in good overall yields. Preliminary thermolysis and photochemical studies of these compounds for the synthesis of hitherto unknown disubstituted 2-halo-3-alkyl-2H-azirines have also been accomplished. (C) 2007 Elsevier Ltd. All rights reserved." @default.
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- W2952395454 date "2008-01-15" @default.
- W2952395454 modified "2023-09-23" @default.
- W2952395454 title "ChemInform Abstract: Alkoxyl Radical Fragmentation of 3-Azido-2,3-dideoxy-2-halo-hexopyranoses: A New Entry to Chiral Polyhydroxylated 2-Azido-1-halo-1-alkenes." @default.
- W2952395454 cites W2011965771 @default.
- W2952395454 doi "https://doi.org/10.1002/chin.200803193" @default.
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