hydrogen; Lindlar's catalyst in hexane

diisopropylamine; copper(I) bromide in 1,4-dioxane T=120°C; 2 h; Title compound not separated from byproducts;

1: diisopropylamine; copper(I) bromide / 1,4-dioxane / Inert atmosphere; Reflux 2: Ag(1+)*C44H28O4P(1-) / dichloromethane / 21 h / -10 °C / Inert atmosphere View Scheme

1.1: Novozyme® 435 / hexane / 2 h / 32 °C / |Inert atmosphere; |Enzymatic reaction 2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 3.1: n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C / |Inert atmosphere 3.2: -78 - 20 °C / |Inert atmosphere 4.1: Jone's reagent / diethyl ether / 5 h / 0 - 20 °C 5.1: hexane; tetrahydrofuran / 0.5 h / 20 °C / |Inert atmosphere 6.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0 - 20 °C 7.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C / |Inert atmosphere 7.2: 0.33 h / -78 °C 8.1: titanium tetrachloride / dichloromethane / 10 h / -78 - 20 °C / |Inert atmosphere View Scheme

pyridine; phosphorus tribromide in diethyl ether T=20°C; 14 h; RefluxInert atmosphere;