
Tetrahedron Letters p. 4029 - 4032 (1984)
Update date:2022-08-04
Topics:
Fleet, G. W. J.
Gough, M. J.
Shing, T. K. M.
Unambigous 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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