1: 63 percent / 1.) ozone, 2.) aq. NaBH4 / methanol / 1.) -78 deg C, 2.) RT, 2 h 2: 63 percent / (PhO)3PMeI 3: 77 percent 4: 1.) BuLi / 1.) THF, hexane, -20 deg C, 45 min, 2.) 4 h, RT View Scheme

1: 63 percent / (PhO)3PMeI 2: 77 percent 3: 1.) BuLi / 1.) THF, hexane, -20 deg C, 45 min, 2.) 4 h, RT View Scheme

1: 77 percent 2: 1.) BuLi / 1.) THF, hexane, -20 deg C, 45 min, 2.) 4 h, RT View Scheme

n-butyllithium 1.) THF, hexane, -20 deg C, 45 min, 2.) 4 h, RT; Yield given. Multistep reaction;