tetrabutyl ammonium fluoride in tetrahydrofuran 6 h; Heating;

[Rh(OH)(cycloocta-1,5-diene)]2; SL-W008-1; caesium carbonate in ethanol T=20°C; P=75007.5 Torr; 17 h; optical yield given as percent ee;

1.1: 83 percent / DIBALH / CH2Cl2; toluene / 0.33 h / -40 °C 2.1: lithium bromide; methanesulfonyl chloride; triethylamine / tetrahydrofuran / 15 h / 0 °C 3.1: lithium diisopropylamide / tetrahydrofuran; hexane / -78 - 20 °C 3.2: 115 mg / lithium tetrachlorocuprate(II) / tetrahydrofuran; hexane / 13 h / 20 °C 4.1: 100 percent / 0.25 h / 200 °C 5.1: 83 percent / tetrabutylammonium sulfate; sodium hydroxide / benzene; H2O / 24 h / 40 °C 6.1: phosphorus oxychloride / toluene / Heating 6.2: 78 percent / sodium hydroxide / tetrahydrofuran / 20 °C View Scheme