1: 97 percent / PPy 2: 86 percent / TBAF / tetrahydrofuran / 20 °C 3: 52 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C 4: Ph3SnH; AIBN / benzene / 2 h / Heating View Scheme

1: 86 percent / TBAF / tetrahydrofuran / 20 °C 2: 52 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C 3: Ph3SnH; AIBN / benzene / 2 h / Heating View Scheme

1: 80 percent / DMAP; NEt3 / CH2Cl2 / 20 °C 2: 71 percent / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C 3: 97 percent / PPy 4: 86 percent / TBAF / tetrahydrofuran / 20 °C 5: 52 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C 6: Ph3SnH; AIBN / benzene / 2 h / Heating View Scheme

1: 52 percent / DEAD; PPh3 / tetrahydrofuran / 24 h / 20 °C 2: Ph3SnH; AIBN / benzene / 2 h / Heating View Scheme

hydrogenchloride; naphthalene; boron trifluoride diethyl etherate; lithium 1) -78 deg C, 2 h, 2a) -78 deg C up to 20 deg C, overnight; Yield given. Multistep reaction;