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Total synthesis of (±)-frondosin C and (±)-8-epi-frondosin C.
Reagents and conditions: (a) 10 mol-% MeLi, 210 °C (µwave), phenetole, 40 min, 80%, (b) DDQ, DCM, 0 °C, 89%, (c) NaBH4, MeOH, 0 °C, 97%, (d) i. MsCl, TEA, DCM, ii. TsNHNH2, TEA, 70% (2 steps), (d) TBAF, THF, rt, 96%, (e) BTIB, MeCN/H2O, 0°C, 10 min.
