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- W2016006900 abstract "The synthesis and X-ray crystal structure of a D-xylose-based oxepine are reported. The oxepine was prepared from 2,3,4-tri-O-benzyl-D-xylose by the three-step sequence (Wittig olefination, vinyl ether formation, and ring closing metathesis) we recently reported. Epoxidation of this cyclic enol ether using dimethyldioxirane (DMDO) gave 1,2-anhydro-beta-D-idoseptanose, which was trapped by a number of nucleophiles to give alpha-idoseptanosides. The stereochemistry of epoxidation was assigned based on product analysis. Spectroscopic data of methyl 2,3,4,5-tetra-O-acetyl-alpha-D-idoseptanoside, derived from the methanolysis product 11, was compared to data of its enantiomer, the known methyl 2,3,4,5-tetra-O-acetyl-alpha-L-idoseptanoside." @default.
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- W2016006900 date "2004-04-01" @default.
- W2016006900 modified "2023-10-13" @default.
- W2016006900 title "Synthesis, crystal structure, and reactivity of a d-xylose based oxepine" @default.
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- W2016006900 doi "https://doi.org/10.1016/j.carres.2004.01.022" @default.
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