Catalytic 1,3-Difunctionalization via Oxidative C-C Bond Activation
Steven M. Banik, Katrina M. Mennie and Eric N. Jacobsen*
*Department of Chemistry & Chemical Biology, Harvard
University, Cambridge, Massachusetts 02138, United States, Email: jacobsen
chemistry.harvard.edu
S. M. Banik, K. M. Mennie, E. N. Jacobsen, J. Am. Chem. Soc., 2017, 139, 9152-9155.
DOI: 10.1021/jacs.7b05160
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Abstract
A general strategy for the 1,3-oxidation of cyclopropanes using aryl iodine(I-III) catalysis enables the synthesis of 1,3-difluorides, 1,3-fluoroacetoxylated products, 1,3-diols, 1,3-amino alcohols, and 1,3-diamines. These reactions make use of practical, commercially available reagents and can engage a variety of substituted cyclopropane substrates.
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Key Words
benzyl fluorides, alkyl fluorides, MCPBA
ID: J48-Y2017
