2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in benzene 1 h; Heating;

1: 100 percent / H2 / Pd/C / dimethylformamide / 24 h / 760 Torr 2: 1.) pivaloyl chloride, 2.) BuLi 3: 1.) NaHMDS / 1.) THF, -73 deg C, 1 h, 2.) THF, 2 h 4: 30percent aq.H2O2, LiOH*H2O / tetrahydrofuran / 3 h / Ambient temperature 5: BH3*THF / 4 h / Ambient temperature 6: TFA / CH2Cl2 / 3 h / Ambient temperature 7: 1.) NaHMDS, 3.) Et3N, DMAP 8: DBU / toluene / 1.5 h / 80 °C View Scheme

1: 1.) pivaloyl chloride, 2.) BuLi 2: 1.) NaHMDS / 1.) THF, -73 deg C, 1 h, 2.) THF, 2 h 3: 30percent aq.H2O2, LiOH*H2O / tetrahydrofuran / 3 h / Ambient temperature 4: BH3*THF / 4 h / Ambient temperature 5: TFA / CH2Cl2 / 3 h / Ambient temperature 6: 1.) NaHMDS, 3.) Et3N, DMAP 7: DBU / toluene / 1.5 h / 80 °C View Scheme

1: 1.) NaHMDS, 3.) Et3N, DMAP 2: DBU / toluene / 1.5 h / 80 °C View Scheme

1: 1.) NaHMDS / 1.) THF, -73 deg C, 1 h, 2.) THF, 2 h 2: 30percent aq.H2O2, LiOH*H2O / tetrahydrofuran / 3 h / Ambient temperature 3: BH3*THF / 4 h / Ambient temperature 4: TFA / CH2Cl2 / 3 h / Ambient temperature 5: 1.) NaHMDS, 3.) Et3N, DMAP 6: DBU / toluene / 1.5 h / 80 °C View Scheme

1: 30percent aq.H2O2, LiOH*H2O / tetrahydrofuran / 3 h / Ambient temperature 2: BH3*THF / 4 h / Ambient temperature 3: TFA / CH2Cl2 / 3 h / Ambient temperature 4: 1.) NaHMDS, 3.) Et3N, DMAP 5: DBU / toluene / 1.5 h / 80 °C View Scheme