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Issue 6, 2016
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Enantioselective organocatalysis using SOMO activation

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Enamines, formed from the corresponding carbonyl compounds and appropriate chiral amine catalysts, can be oxidized to radical cation species. These radical cations can be intercepted by a range of SOMO-philic reagents, such as alkenes, arenes and some heteroatom based reagents. This methodology affords diversely substituted chiral carbonyl compounds. Organo-SOMO activation expanded the scope of enamine/iminium based organocatalytic transformations and it enables new reaction partners to be combined efficiently.

Graphical abstract: Enantioselective organocatalysis using SOMO activation

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The article was received on 08 Jan 2016, accepted on 12 Apr 2016 and first published on 25 Apr 2016

Article type: Perspective
DOI: 10.1039/C6NJ00079G
New J. Chem., 2016,40, 4855-4864

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    Enantioselective organocatalysis using SOMO activation

    M. Mečiarová, P. Tisovský and R. Šebesta, New J. Chem., 2016, 40, 4855
    DOI: 10.1039/C6NJ00079G

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