Operationally Simple and Highly (E)-Styrenyl-Selective Heck Reactions of Electronically Nonbiased Olefins
Erik W. Werner and Matthew S. Sigman*
*Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States, Email: sigmanchem.utah.edu
E. W. Werner, M. S. Sigman, J. Am. Chem. Soc., 2011, 133, 9692-9695.
DOI: 10.1021/ja203164p (free Supporting Information)
The use of the σ-donating DMA solvent is crucial for high selectivity in a simple, mild, and efficient Pd-catalyzed Heck reaction, that delivers (E)-styrenyl products for electronically nonbiased olefin substrates bearing a range of useful functionality in high yields. Further studies suggest that the catalyst distinguishes between β-hydrogens on the basis of their relative hydridic character.
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