Organic Chemistry Portal

Abstracts

Search:

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)


see article for more reactions

Abstract

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.

see article for more examples



Key Words

1,2-diamines


ID: J48-Y2015