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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 5.

Scheme 5

(a) KO tBu, THF; (b) K2CO3, HCHO, aq dioxane; (c) Dess-Martin periodinane, Et3N, THF; (d) H2, Pd/C; (e) aq HCl; (f) 49, 2-picoline borane, MeOH; (g) 8, 2-picoline borane, MeOH; (h) 48% HBr, 80 °C; (i) NaH, MeI; (j) BuLi, BF3.OEt2; (k) i, iPrOCON2COOiPr, (PhO)2P(O)N3, Ph3P; ii, LiAlH4.