Automated reducing-to-non-reducing oligosaccharide synthesis of oligomannans and rhamnans using a reducing end anomeric light-fluorous tag.^49–53  Part A: Reagents and conditions (a) TMSOTf, DCM 5 °C, 15 min, 92%; (b) NaOMe, MeOH, 98%; (c) TMSOTf, DCM, 5 °C, 15 min, 95%; (d) TBAF, THF, rt, 4h, 70%; (e) TMSOTf, DCM, 5 °C, 30 min, 90%; (f) TBAF, THF, rt, 5h, 79%; (g) 1M NH₂NH₂, pyr, AcOH, rt, 30 min, 94%; (h) TMSOTf, DCM, 5 °C, 30 min, 92%. Part B: 4B Reagents and conditions (a) TMSOTf (0.11 eq), DCM, −20 °C, 30 min; (b) CAN, CH₃CN/H₂O 1/9, rt, 1 h, 79%; (c) LiBEt₃, THF/DCM, 0 °C, 30 min.