邻碘苯乙酸酰胺化ol060455esi20060314_083738.pdf

S 1 SUPPLEMENTARY MATERIAL Synthesis of the 3-Aza-[7]- paracyclophane Core of Haouamine A and B Peter Wipf* and Markus Furegati Dep artment of Chemistry, University of Pittsburgh, Pittsburgh, Pennsy lvania 15260 p wipf +@p itt.edu Experimental procedures and spectral data for all new compounds, including copies of 1H and 13C NMR spectra. CIF file for the x-ray structure of 17•HCl. S2 General Methods. All moisture-sensitive reactions were performed under an atmosphere of N2 and glassware was flame dried under vacuum prior to use. Et O, THF and 1,4-dioxane were dried 2 by distillation over Na/benzophenone and TEA was dried by distillation over CaH . Toluene and 2 DCM were purified by filtration through activated alumina. Unless stated otherwise, solvents or reagents were used as received. Analytical thin layer chromatography (TLC) was performed on pre-coated silica gel 60 F-254 plates (particle size 0.040-0.055 mm, 230-400 mesh) and visualization was accomplished with a 254 nm UV light and/or by staining with PAA reagent (2.5 mL of p -anisaldehyde, 3.5 mL of conc. H SO , 2.0 mL of conc. HOAc, 92 mL of 95% 2 4 EtOH). Gas chromatograms were obtained on a Hewlett Packard HP 6890 Series GC System with an Alltech-column (phase: ECTM-1, length: 30 m, ID: 0.32 mm, film thickness: 0.25 µm) and FID. The following method was used: flow rate: 1.0 mL/min, 70-240°C (15°C/min), 5 min