Scheme 6.
Reagents and conditions: (a) MgBr2·OEt2, CH2Cl2, −78 °C, 88%; (b) TBSOTf, 2,6-lutidine, CH2Cl2, −78 °C, 64%; (c) Ph3CK, PhNTf2, THF, −78 °C; (d) (Bu3Sn)2CuCNLi2, THF, −55 °C, 77% (isomer ratio ≈ 4:1); (e) 17, Pd(PPh3)4 (20 mol %), CuTC, [Bu4N][Ph2P(=O)O], NMP, 77% (pure isomer); HF·pyridine, THF/pyridine, 37%.