1: [1-(4-Bromo-phenyl)-eth-(Z)-ylidene]-cyclohexyl-amine With 2,2,6,6-tetramethylpiperidinyl-lithium in tetrahydrofuran; hexane T=-70 - -60°C; 0.666667 h; 2: 3-propyl-oxetane With boron trifluoride diethyl etherate in tetrahydrofuran; hexane T=20°C; 10 h;

n-butyllithium in diethyl ether; hexane T=-50 - 0°C; 1.5 h;

1.1: 65 percent / bromine; PPh3; pyridine / CH2Cl2 / 18 h / 20 °C 2.1: 86 percent / Bu3SnOMe / 50 °C / 75.01 Torr 3.1: lithium 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.67 h / -70 - -60 °C 3.2: 74 percent / BF3*OEt2 / tetrahydrofuran; hexane / 10 h / 20 °C View Scheme

1.1: 87 percent / TsOH / toluene / Heating; azeotropic water removal 2.1: lithium 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.67 h / -70 - -60 °C 2.2: 74 percent / BF3*OEt2 / tetrahydrofuran; hexane / 10 h / 20 °C View Scheme

1.1: 86 percent / Bu3SnOMe / 50 °C / 75.01 Torr 2.1: lithium 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 0.67 h / -70 - -60 °C 2.2: 74 percent / BF3*OEt2 / tetrahydrofuran; hexane / 10 h / 20 °C View Scheme