Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 25, Pages 9692-9695Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja203164p
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Funding
- National Institutes of Health [NIGMS RO1 GM3540]
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Simple, mild, and efficient conditions are reported for a Pd-0-catalyzed Heck reaction that delivers high yields and selectivity for (E)-styrenyl products using electronically nonbiased olefin substrates bearing a range of useful functionality. Preliminary mechanistic studies demonstrate that the sigma-donating DMA solvent is crucial for high selectivity. Further studies suggest that the catalyst distinguishes between beta-hydrogens on the basis of their relative hydridic character, in contrast to previously reported Pd-II-catalyzed oxidative reaction conditions.
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