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aReagents and conditions: (a) Mel, K2C03, DMF, rt, 12 h; (b) Ac20, TEA, DMAP, DCM, rt, 12 h; (c) 4-methylpent-1 -ene, P(o-tolyl)3, Pd(OAc)2, NEt3, DMF, 100 °C, 18 h; (d) H2, 10% Pd/C, EtOH, rt, 1 h; (e) (i) LiOH, dioxane/H2O, rt, 18 h, (ii) 1 M HCI (aq); (f) (CH3)2NH, MeOH, 0 °C then rt 1 h; (g) Tf20, NEt3, DCM, −10 °C, 2 h; (h) HCOOH, NEt3, Pd(PPh3)4, DMF, 80 °C, 18 h.
