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- W2471019159 abstract "Difluoromethyl groups possess specific steric and electronic properties that invite their use as chemically inert surrogates of alcohols, thiols, and other polar functional groups important in a wide assortment of molecular recognition processes. We report here a method for the catalytic, asymmetric, migratory geminal difluorination of β-substituted styrenes to access a variety of products bearing difluoromethylated tertiary or quaternary stereocenters. The reaction uses commercially available reagents ( m -chloroperbenzoic acid and hydrogen fluoride pyridine) and a simple chiral aryl iodide catalyst and is carried out readily on a gram scale. Substituent effects and temperature-dependent variations in enantioselectivity suggest that cation-π interactions play an important role in stereodifferentiation by the catalyst." @default.
- W2471019159 created "2016-07-22" @default.
- W2471019159 creator A5008029856 @default.
- W2471019159 creator A5037736695 @default.
- W2471019159 creator A5074860270 @default.
- W2471019159 date "2016-07-01" @default.
- W2471019159 modified "2023-10-15" @default.
- W2471019159 title "Catalytic, asymmetric difluorination of alkenes to generate difluoromethylated stereocenters" @default.
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- W2471019159 doi "https://doi.org/10.1126/science.aaf8078" @default.
- W2471019159 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5096785" @default.
- W2471019159 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/27365443" @default.
- W2471019159 hasPublicationYear "2016" @default.
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