Skip to main content
. Author manuscript; available in PMC: 2010 Sep 2.
Published in final edited form as: J Am Chem Soc. 2009 Sep 2;131(34):12084–12085. doi: 10.1021/ja9052366

Scheme 4.

Scheme 4

Fragment Coupling and Completion of the Synthesisa

aReagents and conditions: (a) NaOH, MeOH, rt, 83%; (b) NaIO4, THF/H2O, rt, 30 min, 96%; (c) (CH3)3SI, n-BuLi, THF, −13 to 5 °C, 73%; (d) TESCl, imidazole, DMF, rt, 95%; (e) (SO2CF3)2NC5H3NCl, LHMDS, THF, −78 °C, quant.; (f) 9-BBN dimer, THF, 60 °C, 20 h; (g) PdCl2(dppf), aq. Cs2CO3, THF/DMF/H2O, 40 °C, 36 h, 78% (h) TBAF, THF, rt, 83%.