1: 87 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C 2: 1.) Li in EtNH2; 2.) oxygen / 1.) THF, -70 deg C; 2.) THF, MeOH, H2O, Et2O View Scheme

1: 1.) BuLi / 1.) THF, -78 deg C; 2.) THF, -78 deg C to 0 deg C 2: LiHBEt3 / 5percent mol <PdCl2(dppp)> / tetrahydrofuran / 0 °C View Scheme

Multistep reaction;

1: 87 percent / 1.) hexamethylphosphoric triamide, BuLi / tetrahydrofuran; hexane / -70 - 0 °C 2: Li in EtNH2 / tetrahydrofuran / -70 °C View Scheme