1.1: 70 percent / NaH; n-BuLi / 0 °C 2.1: 83 percent / Me4NBH(OAc)3 / -30 °C 3.1: 100 percent / 2,6-lutidine / 0.17 h / 0 °C 4.1: 90 percent / 3 h 5.1: 65 percent / Ph3As; Cs2CO3; 9-borabicyclo[3.3.1]nonane / PdCl2[(diphenylphosphanyl)ferrocene]2 6.1: 85 percent / MeONa / methanol 7.1: TMSOTf; 2,6-lutidine 7.2: 78 percent / NaOH / methanol 8.1: 99 percent / 1,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2 9.1: 95 percent / HF*pyridine / tetrahydrofuran 10.1: 45 percent / 3,3-dimethyldioxirane View Scheme

1.1: 70 percent / NaH; n-BuLi / 0 °C 2.1: 83 percent / Me4NBH(OAc)3 / -30 °C 3.1: 100 percent / 2,6-lutidine / 0.17 h / 0 °C 4.1: 90 percent / 3 h 5.1: 65 percent / Ph3As; Cs2CO3; 9-borabicyclo[3.3.1]nonane / PdCl2[(diphenylphosphanyl)ferrocene]2 6.1: 85 percent / MeONa / methanol 7.1: TMSOTf; 2,6-lutidine 7.2: 78 percent / NaOH / methanol 8.1: 99 percent / 1,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH2Cl2 9.1: 95 percent / HF*pyridine / tetrahydrofuran View Scheme