Multi-step reaction with 7 steps
1: 1.) n-BuLi, 2.) 1,2-diiodoethane / 1) THF, hexane, -90 to -80 deg C; 2) THF, hexane, 30 min
2: 96 percent / Et2NH, Pd(PPh3)2Cl2, CuI / Ambient temperature
3: 88 percent / aq. NaOH / methanol; tetrahydrofuran / 2 h / Ambient temperature
4: 96 percent / Et2NH, Pd(PPh3)2Cl2, CuI / Ambient temperature
5: 95 percent / aq. NaOH / methanol; tetrahydrofuran / 2 h / Ambient temperature
6: 58 percent / Et2NH, Pd(PPh3)2Cl2, CuI / Ambient temperature
7: 1.) n-BuLi, 2.) 1,2-diiodoethane / 1) THF, hexane, -90 to -80 deg C; 2) THF, hexane, 30 min
With
bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; n-butyllithium; 1,2-Diiodoethane; diethylamine;
In
tetrahydrofuran; methanol;
DOI:10.1021/jo970548x