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. 2014 Jun 4;391:66–81. doi: 10.1016/j.carres.2014.03.004

Scheme 4.

Scheme 4

Reagents and conditions: (a) TREAT, CH2Cl2, rt, 82%; (b) NaIO4–SiO2, CH2Cl2, 0 °C  rt, then NaBH4, MeOH, 0 °C, 36% for 29, 47% for 31; (c) H2 (1 atm), 10% Pd–C, MeOH, then H2 (1 atm), PtO2, MeOH, then 0.01 M aq NaOH, rt, 52%; (d) H2 (1 atm), 10% Pd–C, MeOH, then 0.01 M aq NaOH, rt, 87%.