Syntheses of 1,5-dideoxy-1,5-imino-D-mannitol from D-mannose and from D-glucose |
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| Authors: | GWJ Fleet MJ Gough TKM Shing |
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| Institution: | Dyson Perrins Laboratory, Oxford University, South Parks Road, Oxford, U.K. |
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| Abstract: | Unambiguous enantiospecific syntheses of 1,5-dideoxy-1,5-imino-D-mannitol (LU1, 1-deoxy-mannojirimycin) are reported (i) from D-mannose via hydrogenation of a 5-azido-5-deoxy mannose, and (ii) from D-glucose, in which the key step involves nucleophilic substitution of a trifluoromethanesulphonyl group from C-2 of D-glucose. |
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