MOA; dihydrogen peroxide in methanol T=-15°C; 2 h;

1: 4-methanesulfonyl-2-methyl-but-1-ene With lithium bromide in N,N-dimethyl-formamide T=20°C; Inert atmosphere; 2: benzenesulphinic acid sodium salt in N,N-dimethyl-formamide T=20 - 50°C; 3 h; Inert atmosphere;

1: 1.) TsCl, pyridine; 2.) NaOEt / 1.) ether, 3.5 h, 0 deg C; 2.) EtOH, 2h, reflux 2: 70 percent / H2O2, ammonium molybdate / methanol / 2 h / -15 °C View Scheme

1: 1.) TsCl, pyridine; 2.) NaOEt / 1.) ether, 3.5 h, 0 deg C; 2.) EtOH, 2h, reflux 2: 70 percent / H2O2, ammonium molybdate / methanol / 2 h / -15 °C View Scheme

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 1.2: 3 h / -78 °C / Inert atmosphere 2.1: toluene-4-sulfonic acid / methanol / 0.5 h / 20 °C / Inert atmosphere 3.1: disodium hydrogenphosphate / methanol / 0.5 h / 0 °C / Inert atmosphere 3.2: 8 h / 0 °C / Inert atmosphere View Scheme

1: n-BuLi / hexane 2: 60 percent / Cu(OAc)2 / tetrahydrofuran / 0.5 h / -78 °C View Scheme