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. Author manuscript; available in PMC: 2012 Jan 1.
Published in final edited form as: Bioorg Med Chem. 2010 Oct 31;19(1):580–587. doi: 10.1016/j.bmc.2010.10.058

Scheme 4.

Scheme 4

Synthesis of HOOA methyl ester. Reagents and conditions: (a) Bu3SnCu(Bu)CNLi2, THF, −78 °C, then H2O; (b) PdCl2(MeCN)2 (1 mol%), DMF, 0 °C; (c) NaBH4, EtOH, 0 °C; (d) PPTS, acetone/H2O (2:1), rt; (e) Amberlyst 15, TFA /H2O (95:5), rt.