Tlc silica gel 60 f254 glass plates

All chemicals were purchased from commercial sources or provided by Pfizer and used without further purification. Substrates 2b-2d were synthesized according to the reported procedure. Unless stated otherwise, all column purification were performed on a Biotage Selekt Flash Chromatography, eluted with ethyl acetate: hexane, 0-15% gradient, detected by UV absorption at 254nm. Thin Layer Chromatography (TLC) was carried out using Merck Millipore TLC silica gel 60 F254 glass plates. 1H, 13C, and 19F NMR spectra were measured on a Bruker DPX-400 instrument (operating at 400 MHz for 1H, 100 MHz for 13C, and 375 MHz for 19F) or a Bruker DPX-500 instrument (operating at 500 MHz for 1H and 125 MHz for ¹³C).

All chemicals and reagents were purchased from commercial suppliers (Sigma-Aldrich, Alfa Aesar, TCI, Oakwood Chemicals, Combi Blocks) and used without any further purification, unless otherwise stated. EDA was purchased from Sigma-Aldrich as 87% m/v solution in dichloromethane. Dimethyl(4-vinylphenyl)silane 3a and 4-(dimethylsilyl)aniline 4a were synthesized according to a previously reported procedure.⁶ Authentic racemic standards for the cyclopropanation products 7b-15b and 20b were synthesized and characterized as described previously.^{2 (link)a,2 (link)b} All dry organic reactions were carried out under argon in oven-dried glassware with magnetic stirring using standard gas-tight syringes, cannulae and septa. ¹H and ¹³C NMR spectra were measured on Bruker DPX-400 (operating at 400 MHz for ¹H and 100 MHz for ¹³C) or Bruker DPX-500 (operating at 500 MHz for ¹H and 125 MHz for ¹³C). Tetramethylsilane (TMS) served as the internal standard (0 ppm) for ¹H NMR and the residual proton signal of the solvents was used as the internal standard for ¹³C NMR. HRMS analyses were performed using a Q Exactive Plus Mass Spectrometer at the Proteomics Facility of the University of Rochester. Silica gel chromatography purifications were carried out using AMD Silica Gel 60 230–400 mesh. Thin Layer Chromatography (TLC) were carried out using Merck Millipore TLC silica gel 60 F254 glass plates.

All the chemicals and reagents were purchased from commercial suppliers (Sigma-Aldrich, Alfa Aesar, ACS Scientific, Acros, Ambeed, Combi-blocks) and used without any further purification. All dry reactions were carried out under argon in flame-dried glassware with magnetic stirring using standard gas-tight syringes, cannula, and septa. ¹H and ¹³C NMR spectra were measured on Bruker DPX-500 (operating at 500 MHz for ¹H and 125 MHz for ¹³C) or Bruker DPX-400 (operating at 400 MHz for ¹H and 100 MHz for ¹³C), ¹⁹F was measured on Bruker DPX-400 (operating at 375 MHz). Tetramethylsilane (TMS) (0 ppm) and/or CDCl₃ (7.26 ppm) served as the internal standard for ¹HNMR, CDCl₃ was used as the internal standard (77.0 ppm) for ¹³CNMR, and trifluorotoluene served as the internal standard (−63 ppm) for ¹⁹F NMR. HRMS analyses were performed using a Q Exactive Plus Mass Spectrometer at the Proteomics Facility of the University of Rochester. Silica gel chromatography purifications were carried out using AMD Silica Gel 60 230-400 mesh. Thin Layer Chromatography (TLC) was carried out using Merck Millipore TLC silica gel 60 F254 glass plates.

All the chemicals and reagents were purchased from commercial suppliers (Sigma-Aldrich, Alfa Aesar, ACS Scientific, Acros) and used without any further purification. All dry reactions were carried out under argon in flame-dried glassware with magnetic stirring using standard gas-tight syringes, cannula, and septa. ¹H and ¹³C NMR spectra were measured on Bruker DPX-500 (operating at 500 MHz for ¹H and 125 MHz for ¹³C) or Bruker DPX-400 (operating at 400 MHz for ¹H and 100 MHz for ¹³C). Tetramethylsilane (TMS) served as the internal standard (0 ppm) for ¹HNMR and CDCl₃ was used as the internal standard (77.0 ppm) for ¹³CNMR. Silica gel chromatography purifications were carried out using AMD Silica Gel 60 230–400 mesh. Thin Layer Chromatography (TLC) was carried out using Merck Millipore TLC silica gel 60 F254 glass plates.