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. Author manuscript; available in PMC: 2013 Oct 3.
Published in final edited form as: J Am Chem Soc. 2012 Sep 21;134(39):16430–16433. doi: 10.1021/ja307628w

Scheme 1. Reagents and Conditions.

Scheme 1

(a) NIS, AgOTf, CH2Cl2, 3Å MS, −25 °C, quant.; (b) NaOMe, MeOH, THF, rt, 1 h, 91%; (c) 6, Tf2O, DTBMP, CH2Cl2, 4A MS; (d) DDQ, CH2Cl2, phosphate buffer pH 7, 56% (over 2 steps); (e) 9, NIS, AgOTf, CH2Cl2, 3Å MS, 90%; (f) BH3/THF, n-Bu2BOTf, CH2Cl2, 0 °C, 4 h, 88%; (g) 12, NIS, AgOTf, CH2Cl2, −50 to −25 °C, h, 90%; (h) NaOMe, MeOH, THF, rt, 1.5 h, 83%.