1.1: benzo[1,3,2]dioxaborole / tetrahydrofuran / 3 h / Reflux; Inert atmosphere 1.2: 0.42 h / 20 °C / Inert atmosphere 1.3: 12 h / Reflux 2.1: copper(II) bis(trifluoromethanesulfonate); (-)-2,2′-isopropylidenebis[(4S)-4-phenyl-2-oxazoline] / dichloromethane / 1 h / 25 °C / Inert atmosphere; Molecular sieve 2.2: 1 h / 25 °C / Inert atmosphere 3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 3.2: 4 h / 20 °C / Inert atmosphere 4.1: p-methoxyphenyl mercaptan; potassium carbonate / dimethyl sulfoxide; acetonitrile / 5 h / 20 °C / Inert atmosphere View Scheme

sodium hydrogencarbonate in acetic acid

1: With boron tribromide in dichloromethane T=0 - 20°C; 20.6667 h; 2: With water in dichloromethane T=0°C; 0.5 h;

boron tribromide in dichloromethane

1: 4-bromo-2-methoxy-1-chlorobenzene With magnesium in diethyl ether Heating; 2: N-Methoxy-N-methyl-benzamide in diethyl ether Heating;

1.1: magnesium / diethyl ether / Heating 1.2: 54 percent / diethyl ether / Heating 2.1: 41 percent / Heating View Scheme

hydrogenchloride; sodium hydroxide; hydrogen sulfide; magnesium in tetrahydrofuran; ethanol; chloroform; water

1: tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; sodium t-butanolate / toluene / 60 °C 2: hydrogenchloride / water; methanol / 20 °C 3: potassium carbonate / water; dichloromethane / 5 - 25 °C View Scheme