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- W4234390012 abstract "1,6-Anhydro-β-d-glucopyranose has been used as the starting material for a synthesis of ethyl (E)-4-C-allyl-2,3,4,6-tetradeoxy-5,7-O-isopropylidene-8-O-methanesulphonyl-2,6-di-C-methyl-d-gulo-oct-2-enoate, which represents a synthetic unit equivalent to C-2/9 of the macrolide antibiotic rosaramycin. The synthesis involved a minimum of chromatography, and the extremely high level of regiochemical and stereochemical control was achieved by the use of epoxides at crucial CC-bond-forming steps. A method was also developed, using tosylmethyl isocyanide, which converted a carbohydrate 6-aldehyde (19) directly into the corresponding homologated methyl ester." @default.
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- W4234390012 date "1990-07-01" @default.
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- W4234390012 title "1,6-Anhydro-β-d-glucopyranose in organic synthesis: preparation of a fragment for the synthesis of rosaramycin" @default.
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- W4234390012 doi "https://doi.org/10.1016/0008-6215(90)84072-3" @default.
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