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. 2020 Feb 13;142(10):4648–4662. doi: 10.1021/jacs.9b11351

Scheme 4. Synthesis of Cyclic Sulfate 6.

Scheme 4

Reagents and conditions: (a) NaIO4, RuCl3·3H2O, EtOAc/CH3CN/H2O, 0°C, 3 h, 48%; (b) (i) SOCl2, Et3N, DCM, 0 °C, 30 min, (ii) NaIO4, RuCl3·3H2O, EtOAc/CH3CN/H2O, 0 °C, 3 h, 51%; (c) H2, Pd(OH)2, MeOH, 18 h, 24%.