bis(η3-allyl-μ-chloropalladium(II)); lithium tert-butylate; 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl in toluene T=120°C; Heck Reaction; 12 h; Inert atmosphere;

Schrock catalyst in toluene T=20°C;

1.1: n-butyllithium / tetrahydrofuran; hexane; diethyl ether / 2 h / -110 °C / |Inert atmosphere 1.2: -110 - 20 °C / |Inert atmosphere 2.1: lithium tert-butylate; bis(η3-allyl-μ-chloropalladium(II)); 2-(dicyclohexylphosphino)-2',4',6'-tri-i-propyl-1,1’-biphenyl / toluene / 12 h / 120 °C / |Inert atmosphere View Scheme

tetrabutyl ammonium fluoride; water in tetrahydrofuran T=60°C; 2 h;

1: 1.) n-BuLi / 1.) diethyl ether, reflux, 2 h, 2.) diethyl ether, from 0 deg C to RT 2: tetrabutylammonium fluoride (TBAF), H2O / tetrahydrofuran / 2 h / 60 °C View Scheme

1: 85 percent / n-BuLi / diethyl ether / 1.5 h / -78 °C 2: 1.) DIBAL-H, 2.) N-bromosuccimide / 1.) hexane, RT, 20 h, 2.) hexane, from -20 deg C to RT, 3 h 3: 1.) n-BuLi / 1.) diethyl ether, reflux, 2 h, 2.) diethyl ether, from 0 deg C to RT 4: tetrabutylammonium fluoride (TBAF), H2O / tetrahydrofuran / 2 h / 60 °C View Scheme

1: 1.) DIBAL-H, 2.) N-bromosuccimide / 1.) hexane, RT, 20 h, 2.) hexane, from -20 deg C to RT, 3 h 2: 1.) n-BuLi / 1.) diethyl ether, reflux, 2 h, 2.) diethyl ether, from 0 deg C to RT 3: tetrabutylammonium fluoride (TBAF), H2O / tetrahydrofuran / 2 h / 60 °C View Scheme

T=550°C;