chloro-trimethyl-silane; water; acetonitrile; sodium iodide in hexane 24 h; Ambient temperature;

1: 11 percent / Me3SiCl, NaI, MeCN, H2O / hexane / 24 h / Ambient temperature 2: 1) LDA, 2) CeCl3 / 1) THF, -78 deg C, 1 h, 2) THF, -78 deg C, 1 h, 3) THF, -78 deg C, 3 h View Scheme

1: 11 percent / Me3SiCl, NaI, MeCN, H2O / hexane / 24 h / Ambient temperature 2: 1) LDA, 2) CeCl3 / 1) THF, -78 deg C, 1 h, 2) THF, -78 deg C, 1 h, 3) THF, -78 deg C, 3 h 3: 1) Me3SiCl, NaI, MeCN, 2) K2CO3 / 1) hexane, RT, 24 h, 2) THF, RT, 20 h View Scheme