hydrogenchloride; acetic acid; lithium hexamethyldisilazane in tetrahydrofuran; methanol; water

1: (4-chloro-phenyl)-acetic acid With lithium diisopropyl amide in tetrahydrofuran; hexane T=-78 - 20°C; 1.08333 h; Inert atmosphere; 2: ethylene glycol cyclic sulfate in tetrahydrofuran; ethylene glycol dimethyl ether; hexane 16 h; Inert atmosphereReflux;

1: 4-chlorophenyl trifluoromethanesulfonate With dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; anhydrous lithium acetate; palladium diacetate in tert-butyl methyl ether T=25°C; 0.166667 h; Inert atmosphereGlovebox; 2: γ-butyrolactone trimethylsilyl enol ether in tert-butyl methyl ether T=25°C; 2 h; Inert atmosphereGlovebox; enantioselective reaction;

1: hydrogen / Ra-Ni 2: Ag2CO3 / var. reag.: NaBrO2 View Scheme

silver carbonate var. reag.: NaBrO2; Yield given. Yields of byproduct given. Title compound not separated from byproducts;