1.1: 86 percent / Zn; NaBH3CN / propan-1-ol; H2O / 95 °C 2.1: pyridine / 20 °C 3.1: 1.4 g / LiHMDS / tetrahydrofuran / 1 h / -78 - 0 °C 4.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 4.2: BF3*OEt2 / tetrahydrofuran; hexane / -78 - 20 °C 4.3: 90 percent / K2CO3 / methanol / 20 °C 5.1: 100 percent / 2,6-lutidine / CH2Cl2 / 0 °C 6.1: 52 percent / Et3N; Pd(PPh3)4 / toluene / Heating 7.1: 61 percent / TBAF / tetrahydrofuran / 96 h / 20 °C View Scheme