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Palladium-Catalyzed Dearomative syn-1,4-Carboamination

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posted on 2017-11-28, 00:00 authored by Mikiko Okumura, Alexander S. Shved, David Sarlah
A dearomative 1,4-carbo­amination of arenes has been achieved using areno­phile cycloaddition and subsequent palladium-catalyzed substitution with non­stabilized lithium enolates. This protocol delivers products with exclusive syn-1,4-selectivity and can be also conducted in an asymmetric fashion. The method allows rapid dearomative difunctionalization of simple aromatic compounds into functional small molecules amenable to further diversification.