1: LiAlH4 / diethyl ether / 24 h / Heating 2: Na2CO3 / acetone; H2O / 2.5 h / Ambient temperature 3: 91 percent / HCOOH, PPh3, Pd(OAc)2 / tetrahydrofuran / 4.5 h / Heating 4: 80 percent / NIS, MS, TfOH / CH2Cl2 / 2 h / -40 °C 5: H2 / Pd / methanol / 6 h / Ambient temperature 6: dimethylformamide / 2.5 h / 80 °C 7: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

1: NaH / dimethylformamide / 16 h / Ambient temperature 2: LiAlH4 / diethyl ether / 24 h / Heating 3: Na2CO3 / acetone; H2O / 2.5 h / Ambient temperature 4: 91 percent / HCOOH, PPh3, Pd(OAc)2 / tetrahydrofuran / 4.5 h / Heating 5: 80 percent / NIS, MS, TfOH / CH2Cl2 / 2 h / -40 °C 6: H2 / Pd / methanol / 6 h / Ambient temperature 7: dimethylformamide / 2.5 h / 80 °C 8: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

1: Na2CO3 / acetone; H2O / 2.5 h / Ambient temperature 2: 91 percent / HCOOH, PPh3, Pd(OAc)2 / tetrahydrofuran / 4.5 h / Heating 3: 80 percent / NIS, MS, TfOH / CH2Cl2 / 2 h / -40 °C 4: H2 / Pd / methanol / 6 h / Ambient temperature 5: dimethylformamide / 2.5 h / 80 °C 6: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

methanol; sodium methylate 0.75 h; Ambient temperature;

1: 80 percent / NIS, MS, TfOH / CH2Cl2 / 2 h / -40 °C 2: H2 / Pd / methanol / 6 h / Ambient temperature 3: dimethylformamide / 2.5 h / 80 °C 4: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

1: 17 percent / MS, BF3O*Et2 / CH2Cl2 / 2 h / -20 °C 2: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

1: 88 percent / HCOOH, Pd(OAc)2, PPh3 / tetrahydrofuran / 20 h / Heating 2: 17 percent / MS, BF3O*Et2 / CH2Cl2 / 2 h / -20 °C 3: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

1: dimethylformamide / 2.5 h / 80 °C 2: 95 percent / NaOMe, MeOH / 0.75 h / Ambient temperature View Scheme

Addition; 0.5 h; Heating;