Organocatalytic Enantioselective Protonation for Photoreduction of Activated Ketones and Ketimines Induced by Visible Light. (4th October 2017)

• Record Type: Journal Article
• Authors: Lin, Lu; Bai, Xiangbin; Ye, Xinyi; Zhao, Xiaowei; Tan, Choon‐Hong; Jiang, Zhiyong
• Is Part Of: Angewandte Chemie. Volume 129:Number 44(2017)
• Page Start: 14030
• Page End: 14034
• Publication Date: 2017-10-04
• Subjects: Asymmetrische Photoredoxkatalyse -- Kooperative Katalyse -- Organokatalyse -- Photoreduktion -- Protonierung; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201707899
• Languages: English
• ISSNs: 0044-8249

Abstract

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.