Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 12, Pages 4905-4909Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo2002903
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- National Science Foundation
- Direct For Mathematical & Physical Scien [1059084] Funding Source: National Science Foundation
- Division Of Chemistry [1059084] Funding Source: National Science Foundation
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The palladium(II)-catalyzed addition of arylboronic acids to beta,beta-disubstituted enones has been investigated with the BP86 density functional. The results show that the mechanism requires three steps: transmetalation, alkene insertion, and protonation. The alkene insertion is the rate-determining step. For unactivated alkenes, the Heck-type beta-hydride elimination is more favored than protonation.
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