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. Author manuscript; available in PMC: 2009 Oct 21.
Published in final edited form as: J Am Chem Soc. 2008 Apr 25;130(20):6404–6410. doi: 10.1021/ja710254m

Scheme 5.

Scheme 5

Synthesis of Aryl- and Acyl-oxymethyl Ketone Inhibitorsa

a Reagents: (a) isobutyl chloroformate, N-methylmorpholine, THF, −40 °C; (b) diazomethane, THF, 0 °C; (c) HBr, THF, 0 °C; (d) KF, DMF, 0 °C; (e) Na ascorbate, CuSO4, 1:1 H2O:t-BuOH, rt.