1: With titanium(IV) isopropylate; cyclopentyl-magnesium chloride; lithium chloride in tetrahydrofuran; diethyl ether T=0 - 25°C; Kulinkovich-De Meijere Reaction; 1.23333 h; Inert atmosphere; 2: With acetaldehyde in tetrahydrofuran; diethyl ether T=0°C; 1 h; Inert atmosphere; 3: With ammonium hydroxide in tetrahydrofuran; diethyl ether 1 h; Inert atmosphere;

1.1: 0.5 h / 80 °C 2.1: potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / 10 h / 80 °C / |Inert atmosphere 3.1: titanium(IV) isopropylate; cyclopentyl-magnesium chloride; lithium chloride / tetrahydrofuran; diethyl ether / 1.23 h / 0 - 25 °C / |Inert atmosphere 3.2: 1 h / 0 °C / |Inert atmosphere 3.3: 1 h / |Inert atmosphere View Scheme

1.1: potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / 10 h / 80 °C / |Inert atmosphere 2.1: titanium(IV) isopropylate; cyclopentyl-magnesium chloride; lithium chloride / tetrahydrofuran; diethyl ether / 1.23 h / 0 - 25 °C / |Inert atmosphere 2.2: 1 h / 0 °C / |Inert atmosphere 2.3: 1 h / |Inert atmosphere View Scheme