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. Author manuscript; available in PMC: 2010 Oct 15.
Published in final edited form as: ChemMedChem. 2009 Aug;4(8):1279–1291. doi: 10.1002/cmdc.200900079

Scheme 2a.

Scheme 2a

a Reagents and conditions: (a) [PdCl2(PPh3)2], CuI, Et3N, 5-hexyn-1-ol, 90 °C, 16 h, 95%; (b) DMAP, Et3N, TsCl, CH2Cl2, 0 °C-rt, 16 h, 91%; (c) Cs2CO3, CH3COSH, DMF, rt, 91%; (d) TFA, CH2Cl2, 0 °C, 3 h, 87%; (e) [PdCl2(PPh3)2], CuI, Et3N, 7-octyn-1-ol, 90 °C, 16 h, 95% ; (f) Pd/C, H2, CH3OH, 87%.