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Organocatalytic asymmetric allylic amination of Morita–Baylis–Hillman carbonates of isatins

DOI: 10.3762/bjoc.8.139

Keywords: allylic amination , asymmetric organocatalysis , Morita–Baylis–Hillman carbonates , 2-oxindoles , quaternary chiral center

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Abstract:

The investigation of a Lewis base catalyzed asymmetric allylic amination of Morita–Baylis–Hillman carbonates derived from isatins afforded an electrophilic pathway to access multifunctional oxindoles bearing a C3-quaternary stereocenter, provided with good to excellent enantioselectivity (up to 94% ee) and in high yields (up to 97%).

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