Journal
CHEMICAL SCIENCE
Volume 9, Issue 23, Pages 5278-5283Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8sc01735b
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Funding
- Scripps Research Institute (TSRI)
- Pfizer, Inc.
- Bristol-Myers Squibb
- National Institutes of Health [1R35GM125052]
- NSF [NSF/DGE-1346837, NSF/DBI-1359160]
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A nickel-catalyzed conjunctive cross-coupling of non-conjugated alkenes, alkyl halides, and alkylzinc reagents is reported. Regioselectivity is controlled by chelation of a removable bidentate 8-aminoquinoline directing group. Under optimized conditions, a wide range of 1,2-dialkylated products can be accessed in moderate to excellent yields. To the best of our knowledge, this report represents the first example of three-component 1,2-dialkylation of non-conjugated alkenes to introduce differentiated alkyl fragments.
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