Selective N-debenzylation of benzylamino derivatives of 1, 6-anhydro-beta-D-hexopyranoses
When the series of 2-, 3-, and 4-(benzylamino)-2-, 3-, and 4-deoxy derivatives of 1,6-anhydro-beta-D-hexopyranoses in the D-gluco, D-lyxo, and D-arabino configurations were reacted with diisopropyl azodicarboxylate, N-benzyl groups were selectively cleaved in the presence of O-benzyl groups. The yields ranged from 51 to 97%. The debenzylation of some aliphatic benzylamines is also discussed.
Kroutil
J
Department of Organic Chemistry, Charles University, Albertov 6, 128 43 Prague 2, Czech Republic.
Trnka
T
Cerny
M