Synergistic Catalysis of Ionic Brønsted Acid and Photosensitizer for a Redox Neutral Asymmetric α-Coupling of N-Arylaminomethanes with Aldimines
Daisuke Uraguchi, Natsuko Kinoshita, Tomohito Kizu and Takashi Ooi*
*Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8602, Japan, Email: tooiapchem.nagoya-u.ac.jp
D. Uraguchi, N. Kinoshita, T. Kizu, T. Ooi, J. Am. Chem. Soc., 2015, 137, 13768-13771.
DOI: 10.1021/jacs.5b09329 (free Supporting Information)
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The use of a P-spiro chiral arylaminophosphonium barfate and a transition-metal photosensitizer as catalysts enables a redox neutral, highly enantioselective coupling between N-arylaminomethanes and N-sulfonyl aldimines under visible light irradiation. This mode of synergistic catalysis provides a powerful strategy for controlling the bond-forming processes of reactive radical intermediates.
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