Syntheses of 1,5-dideoxy-1,5-imino-D-mannitol from D-mannose and from D-glucose

G. W.J. Fleet, M. J. Gough, T. K.M. Shing

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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.

Original languageEnglish
Pages (from-to)4029-4032
Number of pages4
JournalTetrahedron Letters
Volume25
Issue number36
DOIs
Publication statusPublished - 1984

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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