Journal
ORGANIC LETTERS
Volume 21, Issue 15, Pages 5817-5822Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01782
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Funding
- Peking University Shenzhen Graduate School
- Singapore GSK-EDB Trust Fund (2017 GSK-EDB Green and Sustainable manufacturing Award)
- A*STAR Science & Engineering Research Council [AME IRG A1783c0010]
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A nickel-catalyzed arylation of both aliphatic and aromatic aldehydes proceeds with air-stable (hetero)arylboronic acids, with an exceptionally wide substrate scope. The neutral condition tolerates acidic hydrogen and sensitive polar groups and also preserves alpha-stereocenters of some chiral aldehydes. Interestingly, this nickel(0) catalysis does not follow common 1,2-insertion of arylmetal species to aldehydes and beta-hydrogen elimination.
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