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- Title
Organocatalytic Enantioselective Protonation for Photoreduction of Activated Ketones and Ketimines Induced by Visible Light.
- Authors
Lin, Lu; Bai, Xiangbin; Ye, Xinyi; Zhao, Xiaowei; Tan, Choon‐Hong; Jiang, Zhiyong
- Abstract
The first catalytic asymmetric photoreduction of 1,2-diketones and α-keto ketimines under visible light irradiation is reported. A transition-metal-free synergistic catalysis platform harnessing dicyanopyrazine-derived chromophore (DPZ) as the photoredox catalyst and a non-covalent chiral organocatalyst is effective for these transformations. With the flexible use of a chiral Brønsted acid or base in H+ transfer interchange to control the elusive enantioselective protonation, a variety of chiral α-hydroxy ketones and α-amino ketones were obtained with high yields and enantioselectivities.
- Subjects
ORGANOCATALYSIS; ENANTIOSELECTIVE catalysis; PROTON transfer reactions; KETONES; IMINES; PHOTOREDUCTION; VISIBLE spectra
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 44, p14030
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201707899