1.1: 9-BBN-H / tetrahydrofuran / 3 h / 23 °C 1.2: 92 percent / Cs2CO3 / Pd(dppf)Cl2; Ph3As / tetrahydrofuran; dimethylformamide; H2O / 6 h / 23 °C 2.1: 94 percent / n-Bu4NF / tetrahydrofuran / 12 h / 23 °C 3.1: 94 percent / NaOH / tetrahydrofuran; H2O / 6 h / 23 °C View Scheme

dimethylsulfide; ozone in methanol; dichloromethane 1a) -78 deg C, 6 h, 1b) r.t., 3 h;

1: 68 percent / second-generation Grubbs' catalyst / CH2Cl2 / 42 °C 2: 92 percent / sodium iodide / acetone View Scheme