PREPARATION OF 2,3-DIDEOXY-2,3-EPIMINO AND 3,4-DIDEOXY-3,4-EPIMINO DERIVATIVES OF 1,6-ANHYDRO-BETA-D-HEXOPYRANOSES BY MITSUNOBU REACTION

A series of new 2-, 3- and 4-benzylamino-2-, 3- and 4-deoxy derivative s of 1,6-anhydro-beta-D-hexopyranoses were prepared from 1,6:2,3- and 1,6:3,4-dianhydro-beta-D-hexopyranoses by treatment with benzylamine a nd converted into 2,3-(N-benzylepimino)-2,3-dideoxy- and (N-benzylepim ino)-3,4-dideoxy-beta-D-hexopyranoses of the D-allo, D-galacto and D-t alo configuration by Mitsunobu reaction. The structures of benzylamino and benzylimino derivatives were confirmed by H-1 and C-13 NMR spectr a.