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.