Scheme 3.
a
a Reagents and conditions: (a) SEMCl, Adogen 464, NaOH, CH2Cl2/H2O (1:1), 88%; (b) propargylamine, NaBH(OAc)3, HOAc, dichloroethane, 65%; (c) CuSO4·5H2O, sodium ascorbate, tBuOH/H2O (1:1), 64%; (d) 80% (v/v) TFA, H2O, 80%.
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