1.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 1.2: -78 °C / Inert atmosphere 2.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0 °C 3.1: sodium tetrahydroborate View Scheme

1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0 °C 2: sodium tetrahydroborate View Scheme

1.1: 2-(4-methoxybenzylthio)-N-methylbenzamide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / 1,4-dioxane 2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0 °C 3.1: potassium hydroxide / ethanol / Reflux 4.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C 5.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 5.2: -78 °C / Inert atmosphere 6.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0 °C 7.1: sodium tetrahydroborate View Scheme

sodium tetrahydroborate

trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene in dichloromethane T=0°C; 1 h;

1.1: triethylamine 2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; (1R,2R)-(+)-1,2-diphenyl-1,2-ethanediol; water / tetrachloromethane / 20 h / 0 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 3.2: -78 °C / Inert atmosphere 4.1: 2,4,6-trimethyl-pyridine; trifluoromethylsulfonic anhydride / acetonitrile / 0 °C / Inert atmosphere View Scheme

1.1: triethylamine 2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.83 h / 0 °C 3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 3.2: -78 °C / Inert atmosphere 4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / dichloromethane / 0 °C View Scheme

1.1: triethylamine 2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.83 h / 0 °C 3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 3.2: -78 °C / Inert atmosphere 4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0 °C View Scheme

1.1: triethylamine 2.1: 3-chloro-benzenecarboperoxoic acid / chloroform / 0.83 h / 0 °C 3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 3.2: -78 °C / Inert atmosphere 4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme

1.1: triethylamine 2.1: titanium(IV) isopropylate; tert.-butylhydroperoxide; (1R,2R)-(+)-1,2-diphenyl-1,2-ethanediol; water / tetrachloromethane / 20 h / 0 - 20 °C 3.1: n-butyllithium / tetrahydrofuran; N,N,N',N',N'',N''-hexamethylphosphoric triamide; hexane / 0.17 h / -70 °C / Inert atmosphere 3.2: -78 °C / Inert atmosphere 4.1: 2,4,6-trimethyl-pyridine; trifluoroacetic anhydride / acetonitrile / 0 °C View Scheme