Scheme 1. Synthesis of Ipomoeassin F Probes 3, 5, and 7.
Reagents and conditions: (a) 4-propargyloxycinnamic acid (2), DCC, DMAP, CH2Cl2, 0 °C → RT, overnight, 90%; (b) TBAF, THF, −10 °C, 6 h, 80%; (c) CuSO4, sodium ascorbate, CH2Cl2/t-BuOH, 3:2.
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