Chiral 4-MeO-Pyridine (MOPY) Catalyst for Enantioselective Cyclopropanation: Attenuation of Lewis Basicity Leads to Improved Catalytic Efficiency
S1 Table of contents Experimental section S2 General information S2 Synthesis and characterization of catalysts 1a, 12a-e S2 Synthesis and characterization of alkenes 3b-r S13 Enantioselective cyclopropanation and characterization data for 4c-t S18 Synthesis and characterization of alkylpyridinium salts 5a-h S28 Baeyer-Villiger reaction S31 Steglich rearrangement S34 Screening of cyclopropanation conditions S36 Kinetic data S38 Determination of the half-life of the formation of 5a,c,e,f,h S39 Determination of the cyclopropanation half-life starting from 5a-g S41 Determination of the cyclopropanation half-life starting from 7a-h S43 Fluorescence polarization assay S47 X-Ray structure, crystal data and structure refinements for (S)-1a S50 X-Ray structure, crystal data and structure refinements for (2S,3R)-4h S51 X-Ray structure, crystal data and structure refinements for (2R,3S)-4t S52 DFT calculations S53 Calculations of methyl cation affinities S54 Optimized geometries S55 1H NMR, 13C NMR, 19F NMR and IR data S68 Chiral stationary phase HPLC data S175
Date
02.10.2023.
Keywords
Chiral 4-MeO-Pyridine (MOPY) Catalyst for Enantioselective Cyclopropanation: Attenuation of Lewis Basicity Leads to Improved Catalytic Efficiency
Hyperlink
https://chemistry-europe.onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fchem.202301136&file=chem202301136-sup-0001-misc_information.pdf
