SYNTHESES OF 1,5-DIDEOXY-1,5-IMINO-D-MANNITOL FROM D-MANNOSE AND FROM D-GLUCOSE

  • FLEET, G
  • GOUGH, M
  • SHING, T
Publication date
January 1984
Publisher
Elsevier BV
Journal
Tetrahedron Letters

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. © 1984

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