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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 9.

Scheme 9

Suzuki cross-coupling to access the carbon skeleton of ent-1. Reagents and conditions: a) 9-BBN dimer, THF, 55 °C; b) 39, PdCl2(dppf), aq. Cs2CO3, THF/DMF/H2O, 55 °C; c) TBAF, THF, rt, 26% 42 and 20% 43 from 39.