Journal
SCIENCE
Volume 352, Issue 6287, Pages 801-805Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.aaf6123
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Funding
- Bristol-Myers Squibb
- Catalan Government
- U.S. Department of Defense (National Defense Science and Engineering Graduate fellowship)
- NIH [F32GM117816]
- China Scholarship Council
- National Institute of General Medical Sciences [GM106210]
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Alkyl carboxylic acids are ubiquitous in all facets of chemical science, from natural products to polymers, and represent an ideal starting material with which to forge new connections. This study demonstrates how the same activating principles used for decades to make simple C-N (amide) bonds from carboxylic acids with loss of water can be used to make C-C bonds through coupling with dialkylzinc reagents and loss of carbon dioxide. This disconnection strategy benefits from the use of a simple, inexpensive nickel catalyst and exhibits a remarkably broad scope across a range of substrates (> 70 examples).
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