4-bromooctafluorobutanetriethoxysilane; cesium fluoride T=25°C; 10 h;

hydrogen; platinum(IV) oxide in tetrahydrofuran P=760 Torr; 48 h; Ambient temperature;

1: 67 percent / xylene / 1.5 h / 140 °C 2: 84 percent / NaBH4 / methanol / 0.5 h / 0 °C View Scheme

1: Cu(CH3CN)4PF6; (2R,5R)-1{[(2R,5R)-2,5-diphenylpyrrolidin-1-yl]methylene}2,5-diphenylpyrrolidinium tetrafluoroborate; sodium t-butanolate / tetrahydrofuran; ethanol / 24 h / 20 °C / |Sealed tube; |Inert atmosphere 2: methanol; tetrahydrofuran; ethanol; water / 0 - 20 °C / |Inert atmosphere; |Sealed tube 3: Oxonereg; / water / 20 °C View Scheme

diethyl ether

ethanol

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