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. 2017 Sep 8;23(56):14080–14089. doi: 10.1002/chem.201703229

Scheme 3.

Scheme 3

Reagents and conditions: a) OsO4 (2 mol %), NaIO4, 2,6‐lutidine, 1,4‐dioxane/ H2O; b) TFA, CH2Cl2, 0 °C; c) CSA (10 mol %), MeOH, 0 °C; d) SO3⋅py, iPr2EtN, DMSO, CH2Cl2, 0 °C; e) (PhO)2P(O)CH2CO2Et, KHMDS, THF −20 °C→0 °C; f) TFA, CH2Cl2/H2O, 0 °C; g) K2CO3, MeOH. KHMDS=potassium bis(trimethylsilyl)amide; TFA=trifluoroacetic acid.