pyridine T=0°C; 14 h;

1: 1.) nBuLi, 2.) oxygen 2: tetrabutylammonium fluoride, water / tetrahydrofuran / 0.08 h / Ambient temperature 3: H2, quinoline / 3percent Pd/BaSO4 deactivated with lead / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: 1.) nBuLi, 2.) oxygen 2: tetrabutylammonium fluoride, water / tetrahydrofuran / 0.08 h / Ambient temperature 3: H2, quinoline / 3percent Pd/BaSO4 deactivated with lead / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: tetrabutylammonium fluoride, water / tetrahydrofuran / 0.08 h / Ambient temperature 2: H2, quinoline / 3percent Pd/BaSO4 deactivated with lead / CH2Cl2 / 24 h / Ambient temperature View Scheme

1: vinyl-magnesium chloride; cyclopropanone hemiacetal in tetrahydrofuran Addition; 2: p-toluenesulfonyl chloride in tetrahydrofuran Tosylation;

1: 2-(2-butynyl)malonic acid diethyl ester With sodium hydride in tetrahydrofuran T=20°C; 0.333333 h; 2: 1-vinylcyclopropyl 4-methylbenzenesulfonate With tris(dibenzylideneacetone)dipalladium (0); 1,2-bis-(diphenylphosphino)ethane in tetrahydrofuran T=20°C; 0.166667 h;

1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) Ambient temperature;