Fig. 6. Synthesis of ionic liquid 5f from β-d-methyl glucoside 5a; the same strategy was applied for β-allyl glucoside (6a–f), β-phenyl glucoside (7a–f) and α-methyl glucoside (8a–f). (a) Trityl chloride, NEt3, DMAP, DCM, r.t., overnight; (b) NaH, MeI, DMF, 0 °C ≥ r.t., overnight; (c) AcOH (70%), 70 °C, 45 min; (d) Tf2O, pyridine, DCM, 0 °C, 10 min; (e) pyridine, reaction at rotary evaporator, 700 mbar, 40 °C; *yield over two steps.
