Scheme 21
Fluorous tagged protecting group for phosphates in the synthesis of a Leishmania disaccharide.91,92 Reagents and conditions (a) 0.45 M tetrazole in MeCN, DCM, 12 h, rt; (b) t-BuOOH, DCM, rt; (c) DDQ, DCM/H2O, 0 °C → rt, 2.5 h, 97%; (d) TMSOTf, DCM, 0 °C, 1 h; (e) Zn, NH4HCO2, MeCN/THF, 2 h, rt.

Fluorous tagged protecting group for phosphates in the synthesis of a Leishmania disaccharide.91,92  Reagents and conditions (a) 0.45 M tetrazole in MeCN, DCM, 12 h, rt; (b) t-BuOOH, DCM, rt; (c) DDQ, DCM/H2O, 0 °C → rt, 2.5 h, 97%; (d) TMSOTf, DCM, 0 °C, 1 h; (e) Zn, NH4HCO2, MeCN/THF, 2 h, rt.

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