1.1: LDA; LiCl / tetrahydrofuran / 0 °C 1.2: 78 percent / 0 °C 2.1: 60 percent / NBS / 1,2-dimethoxy-ethane; H2O / 0 °C 3.1: n-Bu4NOAc / acetone / Heating 3.2: 85 percent / K2CO3 / methanol; H2O / 20 °C 4.1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 5.1: 51 percent 6.1: DMAP / CH2Cl2 / 20 °C 7.1: NaN3; NMP / 60 °C View Scheme

1.1: LDA; LiCl / tetrahydrofuran / 0 °C 1.2: 78 percent / 0 °C 2.1: 60 percent / NBS / 1,2-dimethoxy-ethane; H2O / 0 °C 3.1: n-Bu4NOAc / acetone / Heating 3.2: 85 percent / K2CO3 / methanol; H2O / 20 °C 4.1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 5.1: 51 percent 6.1: DMAP / CH2Cl2 / 20 °C 7.1: NaN3; NMP / 60 °C 8.1: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme