1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 5 h / 0 - 20 °C / |Inert atmosphere 1.2: 16 h / 60 °C 2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 22 h / 40 °C / |Inert atmosphere 2.2: |Acidic conditions; |Inert atmosphere 3.1: oxygen / N,N-dimethyl-formamide / 16 h / 60 °C 3.2: |Acidic conditions View Scheme

in tetrahydrofuran; water T=20°C; 1.5 h; Inert atmosphere;

In(OSO2CF3)3 in 1,2-dichloro-ethane T=100°C; 24 h;

Product distribution;

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 5 h / 0 - 20 °C / |Inert atmosphere 1.2: 16 h / 60 °C 2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 22 h / 40 °C / |Inert atmosphere 2.2: |Acidic conditions; |Inert atmosphere View Scheme

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 5 h / 0 - 20 °C / |Inert atmosphere 1.2: 16 h / 60 °C 2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran / 22 h / 40 °C / |Inert atmosphere 2.2: |Acidic conditions; |Inert atmosphere View Scheme