4.8 Article

Chiral C2-Symmetric Aminomethylbinaphthol as Synergistic Catalyst for Asymmetric Epoxidation of Alkylidenemalononitriles: Easy Access to Chiral Spirooxindoles

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ORGANIC LETTERS
卷 23, 期 6, 页码 1980-1985

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04245

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  1. JSPS KAKENHI [JP19H02709, JP16H01004, JP18H04237]

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AMB4 is an efficient organocatalyst for the asymmetric epoxidation of various alkylidenemalononitriles, leading to the formation of chiral dihydroquinoxalinyl spirooxindoles from isatilidenemalononitriles.
Chiral C-2-symmetric 3,3'-bis((R,R)-2-naphthylethylaminomethyl)-(R)-binaphthol (AMB4) functions as an efficient organocatalyst for the asymmetric epoxidation of various alkylidenemalononitriles. The spiro-epoxyoxindole products obtained from isatilidenemalononitriles were easily transformed to the corresponding chiral dihydroquinoxalinyl spirooxindoles.

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