Scheme 1.
(a) Ar2 Li, THF, −78 °C, 40 min, 70%; (b) BF3·OEt2, NaBH3CN, CH2Cl2, −78 °C, 30 min, 99%; (c) BF3·OEt2, CH2Cl2, −78 to −20 °C, 2 h; then, NaBH3CN, −78 °C, 30 min, 96%: (d) H2, Pd/C, EtOAc/EtOH (3:1), 25 °C, 2 h; (e) TBAF, THF, 25 °C, 1 h, 88% for 2 steps; (f) 10, BEMP, CH2Cl2, 25 °C, 18 h, 66%; (g) (polystyrylmethyl)trimethylammonium borohydride, MeOH, 25 °C 48 h, 75%; (h) 10, BEMP, CH2Cl2, 25 °C, 20 h, 92%; (i) (polystyrylmethyl)trimethylammonium borohydride, MeOH, 25 °C, 30 h, 86%.
