Asymmetric synthesis of chiral heterobenzylic amines via visible-light-induced enantioselective C(sp3)-H alkylation

Yumei Huo; Beibei Chen; Xiaoyu Ren; Chao Wang; Rupeng Qi; Zhaoqing Xu

Green Synthesis and Catalysis (Feb 2025)

Asymmetric synthesis of chiral heterobenzylic amines via visible-light-induced enantioselective C(sp3)-H alkylation

Yumei Huo,
Beibei Chen,
Xiaoyu Ren,
Chao Wang,
Rupeng Qi,
Zhaoqing Xu

Affiliations

Yumei Huo: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China
Beibei Chen: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China
Xiaoyu Ren: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China; Corresponding authors. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China.
Chao Wang: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China; Corresponding authors. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China.
Rupeng Qi: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China
Zhaoqing Xu: Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China; Research Unit of Peptide Science, 2019RU066, Chinese Academy of Medical Sciences, 199 West Donggang Road, Lanzhou 730000, China; Corresponding authors. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, School of Basic Medical Sciences, Lanzhou University, 199 West Donggang Road, Lanzhou 730000, China.

Journal volume & issue: Vol. 6, no. 1
pp. 114 – 118

Abstract

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The chiral heterobenzylic amines, such as α-alkyl substituted chiral oxadiazole methylamine skeletons are widely present in pesticides and pharmaceuticals, due to their unique biological activities. The enantioselective C(sp3)-H alkylation of heterobenzylic amines is an important strategy for the synthesis of α-alkylate chiral heterobenzylic amines. Herein, we disclose the first example of photoinduced and Cu-catalyzed enantioselective decarboxylative C(sp3)-H alkylation of oxadiazole methylamines.

Published in Green Synthesis and Catalysis

ISSN: 2666-5549 (Online)
Publisher: KeAi Communications Co. Ltd.
Country of publisher: China
LCC subjects: Technology: Chemical technology; Science: Chemistry: Organic chemistry: Biochemistry
Website: https://www.keaipublishing.com/en/journals/green-synthesis-and-catalysis/

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