Download (3249Kb) - D-Scholarship@Pitt - University of Pittsburgh

Experimental Section
General Methods. All commercial reagents were used without further purification unless
otherwise noted. The rhodium catalyst ([Rh(CO)2Cl]2) was purchased from Aldrich Chemical
Co. or Strem Chemicals and used as received. Carbon monoxide gas (99.9%) was purchased
from Matheson Tri-Gas and used as received. All reactions were carried out under nitrogen
atmosphere unless otherwise noted. Toluene, 1,2-dichloroethane and triethylamine (Et3N) were
all freshly distilled from CaH2 prior to use. 1,4-Dioxane was distilled from CaH2 and stored over
4Å molecular sieves prior to use. Tetrahydrofuran (THF), diethyl ether (Et2O) and
dichloromethane (CH2Cl2) were purified over alumina using the SolTek ST-002 solvent
purification system. ZnCl2 (0.5M solution in THF) was purchased from Aldrich Chemical Co.
and stored over activated 4Å molecular sieves prior to use. TLC analyses were performed on EM
Science Silica Gel 60 F254 plates (250 µm thickness). Purification of the compounds by flash
chromatography was performed by using silica gel (32-63 µm particle size, 60 Å pore size). gg
HPLC purification was performed on a Varian-Prostar 210 instrument using a Varian Microsorb
Dynamax 100-5 Si column (5 µm packing, 250 mm x 10 mm). All 1 H NMR and 13 C NMR
spectra were obtained on a Bruker Avance 300 or 500 MHz instrument at rt unless otherwise
specified, and chemical shifts (δ) reported relative to residual solvent peak CHCl3 (7.27 ppm and
77.0 ppm respectively). High-resolution mass spectra (HRMS) were obtained on a Micromass
gg Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
141