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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 6.

Scheme 6

Synthesis of Diastereomerically Pure Aryloxymethyl Ketone Inhibitor 58a

a Reagents: (a) NaBH4, 95:5 THF:H2O, 0 °C to rt; (b) Na ascorbate, CuSO4, 1:1 H2O:t-BuOH, rt; (c) Dess-Martin periodonane, CH2Cl2, rt.