water; acetic acid in acetonitrile T=80°C; 17 h; chemoselective reaction;

1.1: methanol / 5 h / 20 °C 2.1: sodium tetrahydroborate / methanol / 0.67 h / 20 °C 3.1: dichloromethane / 5 h / 20 °C 4.1: acetonitrile / 0.5 h / 20 °C 5.1: lithium trifluoromethane sulfonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere 5.2: 0 °C / Inert atmosphere 5.3: 0 - 20 °C / Inert atmosphere 6.1: water; acetic acid / acetonitrile / 17 h / 80 °C View Scheme

in 1,4-dioxane

1.1: lithium trifluoromethane sulfonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere 1.2: 0 °C / Inert atmosphere 1.3: 0 - 20 °C / Inert atmosphere 2.1: water; acetic acid / acetonitrile / 17 h / 80 °C View Scheme

1.1: acetonitrile / 0.5 h / 20 °C 2.1: lithium trifluoromethane sulfonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere 2.2: 0 °C / Inert atmosphere 2.3: 0 - 20 °C / Inert atmosphere 3.1: water; acetic acid / acetonitrile / 17 h / 80 °C View Scheme

1.1: dichloromethane / 5 h / 20 °C 2.1: acetonitrile / 0.5 h / 20 °C 3.1: lithium trifluoromethane sulfonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere 3.2: 0 °C / Inert atmosphere 3.3: 0 - 20 °C / Inert atmosphere 4.1: water; acetic acid / acetonitrile / 17 h / 80 °C View Scheme

1.1: sodium tetrahydroborate / methanol / 0.67 h / 20 °C 2.1: dichloromethane / 5 h / 20 °C 3.1: acetonitrile / 0.5 h / 20 °C 4.1: lithium trifluoromethane sulfonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere 4.2: 0 °C / Inert atmosphere 4.3: 0 - 20 °C / Inert atmosphere 5.1: water; acetic acid / acetonitrile / 17 h / 80 °C View Scheme

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