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. Author manuscript; available in PMC: 2012 Sep 1.
Published in final edited form as: Steroids. 2011 Apr 4;76(10-11):986–990. doi: 10.1016/j.steroids.2011.03.008

Scheme 1.

Scheme 1

a) MeOH, AcCl, 60 °C, 1h; b) DMAP, TBDMSCl, THF, CH2Cl2, TEA, overnight; c) Et2O, LAH, 30 min 0 °C, 2 h; d) CH2Cl2, NaOAc, Celite, PCC, 30 min 0 °C, 2 h; e) Isopropyltriphenylphosphosium iodide, n-BuLi, TDA-1, THF, 0 °C, 15 min; f) 10% Pd/C, MeOH/EtOAc, 60 psi H2, 30 min; g) Tetrabutylammonium fluoride (anhydrous), THF, 24h.