1: With samarium diiodide; water in tetrahydrofuran T=-78°C; 28 h; Inert atmosphere; 2: With acetic acid; zinc in tetrahydrofuran T=80°C; SonicationInert atmosphere; optical yield given as percent de;

trimethylsilyl trifluoromethanesulfonate T=0°C; 27 h; Title compound not separated from byproducts;

samarium diiodide; lithium bromide; tert-butyl alcohol in tetrahydrofuran T=-40°C; 3 h; Inert atmosphere;

1.1: Mg / diethyl ether / 20 °C 1.2: diethyl ether; tetrahydrofuran / 2 h / 20 °C 2.1: Zn; aq. AcOH / 3 h / 20 °C / sonication View Scheme

1: With samarium diiodide in tetrahydrofuran T=20°C; P=37503.8 Torr; 16 h; Autoclave; 2: With trifluoroacetic acid in tetrahydrofuran; water

1: With samarium diiodide in tetrahydrofuran T=-78 - 20°C; 2: With trifluoroacetic acid in tetrahydrofuran; water

Multi-step reaction with 3 steps 1.1: samarium diiodide; lithium bromide; tert-butyl alcohol / tetrahydrofuran / 3 h / -40 °C / Inert atmosphere2.1: acetic acid; zinc / 1 h / 80 °C / Sonication3.1: ozone / dichloromethane / -95 °C3.2: 2 h / -95 - 20 °C / Inert atmosphere