期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 141, 期 8, 页码 3664-3669出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b13309
关键词
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资金
- JSPS KAKENHI [JP18H01971, JP17H06449]
- Kanazawa University SAICIGAKE project 2018
The copper-catalyzed reductive coupling of two different carbonyl compounds has been achieved. The reaction of aromatic aldehydes and arylketones with a silylboronate in the presence of a catalytic amount of a CuCl-N-heterocyclic carbene (NHC) complex and a stoichiometric amount of alkoxide base yielded cross-coupled 1,2-diol derivatives. A reaction pathway is proposed that involves the catalytic formation of a nucleophilic alpha-silyloxybenzylcopper(I) species from the aromatic aldehyde and its subsequent coupling with the arylketone. This process was amenable to asymmetric catalysis. This copper catalyst system also enabled the reductive coupling between aromatic aldehydes and imines.
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