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. Author manuscript; available in PMC: 2014 Sep 1.
Published in final edited form as: Bioorg Med Chem. 2013 Mar 5;21(17):5629–5646. doi: 10.1016/j.bmc.2013.02.016

Scheme 4.

Scheme 4

(a) H2, Pd/C; (b) i, NaH, TBDMSCl, ii, Ph3P, CBr4; (c) (EtO)3P, 175 °C; (d) MeOH/35% aq HCl; (e) MsCl, Et3N; (f) NaN3, DMF, 80 °C; (g) 2-picoline borane, 8, EtOH; (h) i, 35% aq HCl, 70 °C, ii, 48% HBr, 90 °C.