1: 1) HCl / 1) MeOH, 2) pyridine 2: SnCl4 / CH2Cl2 / 0 °C 3: 78 percent / DIBAH / CH2Cl2; petroleum ether / -70 - 25 °C 4: 1) LiAlH4, 2) NEt3 / 1) THF, 0 deg C to r.t., 2) CH3CN, -15 deg C 5: 79 percent / PPh3, DEAD / toluene / Ambient temperature 6: 78 percent / BTAC / CH2Cl2 / Ambient temperature 7: 58 percent / Na / liquid ammonia / -70 °C View Scheme