Scheme 14. Overman and Coworkers Synthesis of Actinophyllic Acid.
[a] LDA (3.2 equiv), [Fe(DMF)3Cl2][FeCl4] (3.5 equiv), THF, − 78 °C to r.t., 60–63%; [b] CeCl3, CH2=CHMgBr, THF, − 78 °C, 99%; [c] (i) TFA, dichloromethane, 0 °C; (ii) (CH2O)n, CSA, PhH, 70 °C; [d] TFA, r.t., 76% (3 steps); [g] LDA, CH2O, THF, − 78 °C, TFA; [h] 4 M HCl, 70 °C, 50% (2 steps).
