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. Author manuscript; available in PMC: 2010 Apr 29.
Published in final edited form as: Tetrahedron Lett. 2009 Apr 29;50(17):1969–1972. doi: 10.1016/j.tetlet.2009.02.067

SCHEME 3.

SCHEME 3

Synthesis of Tolane 7

a) CBr4 (2.0 equiv), PPh3 (4.0 equiv), CH2Cl2, 0 °C, 1 h, 60%; b) n- BuLi (2.8 equiv), THF, −78 °C→25 °C, 10 h, 94%; c) CuI (0.1 equiv), Pd(PPh3)2Cl2 (0.05 equiv), Et3N (0.1 M), 25 °C, 18 h, 99%.