期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 141, 期 5, 页码 1887-1892出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b13052
关键词
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资金
- National Basic Research Program of China [973-2015CB856600]
- National Nature Science Foundation of China (NFSC) [21532009, 21761142010, 21790330, 21821002]
- Science and Technology Commission of Shanghai Municipality [17QA1405200, 17XD1404500, 17JC1401200]
- Chinese Academy of Sciences [QYZDJSSWSLH055, XDB20000000]
An enantioselective copper-catalyzed arylation of tertiary carbon-centered radicals, leading to quaternary all-carbon stereocenters, has been developed herein. The tertiary carbon-centered radicals, including both benzylic and nonbenzylic radicals, were produced by the addition of trifluoromethyl radical to alpha-substituted acrylamides, and subsequently captured by chiral aryl copper(II) species to give C-Ar bonds with excellent enantioselectivity. Importantly, an acylamidyl (CONHAr) group adjacent to the tertiary carbon radical is essential for the asymmetric radical coupling. The reaction itself features broad substrate scope, excellent functional group compatibility and mild conditions.
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