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. Author manuscript; available in PMC: 2014 Jun 24.
Published in final edited form as: Tetrahedron. 2013 Apr 15;69(25):5205–5220. doi: 10.1016/j.tet.2013.04.041

Scheme 16.

Scheme 16

Completion of the synthesis of ent-1. Reagents and conditions: a) (CH3)3SI, nBuLi, THF, −13 °C to 5 °C, 73%; b) TESCl, imid, DMF, rt, 95%; c) 9-BBN dimer, THF, 60 °C; d) 69, PdCl2(dppf), aq. Cs2CO3, THF/DMF/H2O, 40 °C, 78%; e) TBAF, THF, rt, 83%.