Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 2, Issue 7, Pages 778-782Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5qo00091b
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Funding
- MOST of China [2015CB856600]
- NSFC [21272221, 21472179]
- Recruitment Program of Global Experts
- Fundamental Research Funds for the Central Universities [WK 2060190028, 2060190026, 3430000001]
- National Excellent Doctoral Dissertation [201423]
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A Pd-catalyzed hydrocarboxylation of the in situ formed neopentylic alkenes by the use of borrowed hydrogen from Heck-type beta-hydride elimination was reported. The advantage of this strategy is that no additional hydrogen sources or organometallic reagents were required. It was found that CHCl3 was not only used as a safe and convenient CO source but also proved superior in the linear/branched selectivity over carbon monoxide. Furthermore, the in situ formed neopentylic alkenes could be chemoselectively functionalized with other C-C unsaturated bonds being unchanged, even the less sterically hindered ones.
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