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• W2088571621 abstract "The synthesis of 6-deoxy-6-iodohexopyranosides as potential substrates for the hex-5-enose degradation has been examined for a range of mono-, di-, and poly-saccharide derivatives. It is shown that (1) unsubstituted d-glucopyranosides undergo selective, primary iodination without unwanted side-reactions; (2) primary iodination of d-galactopyranosides is accompanied by 3,6-anhydride formation, so that the desired reaction is only possible with protection of secondary hydroxyl groups; and (3) the extent of iodination in substrates of higher molecular weight is conveniently determined by reaction of acetylated (or methylated) derivatives with tributylstannane, followed by analysis of the resulting 6-deoxyhexopyranosides. The formation of 6-deoxy-6-iodohexopyranosyl residues in otherwise methylated plant galactomannans proceeds satisfactorily for (terminal) α-d-galactopyranosyl groups but incompletely for unbranched β-d-mannopyranosyl residues." @default.
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• W2088571621 date "1987-08-01" @default.
• W2088571621 modified "2023-09-23" @default.
• W2088571621 title "Formation of 6-deoxy-6-iodohexopyranosides as substrates for the hex-5-enose degradation" @default.
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• W2088571621 doi "https://doi.org/10.1016/0008-6215(87)80105-2" @default.
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