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Enantioselective organocatalysis using SOMO activation

Journal

NEW JOURNAL OF CHEMISTRY
Volume 40, Issue 6, Pages 4855-4864

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6nj00079g

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Funding

  1. Research & Development Operational Programme - European Regional Development Fund [26240120025]

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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.

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