Highly efficient synthesis of chiral β-amino phosphine derivatives via direct asymmetric reductive amination with ammonium salts and H2

Yufeng Liu; Linzhou Wang; Yingjun Li; Baode Ma; Gen-Qiang Chen; Xumu Zhang

Green Synthesis and Catalysis (Aug 2022)

Highly efficient synthesis of chiral β-amino phosphine derivatives via direct asymmetric reductive amination with ammonium salts and H2

Yufeng Liu,
Linzhou Wang,
Yingjun Li,
Baode Ma,
Gen-Qiang Chen,
Xumu Zhang

Affiliations

Yufeng Liu: Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518000, China
Linzhou Wang: Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518000, China
Yingjun Li: Shenzhen Bay Laboratory, Shenzhen 518132, China; Academy for Advanced Interdisciplinary Studies and Southern University of Science and Technology, Shenzhen 518000, China
Baode Ma: Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518000, China; Corresponding author. Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518000, China.
Gen-Qiang Chen: Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518000, China; Academy for Advanced Interdisciplinary Studies and Southern University of Science and Technology, Shenzhen 518000, China; Corresponding author. Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518000, China.
Xumu Zhang: Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518000, China; Shenzhen Bay Laboratory, Shenzhen 518132, China; Corresponding author. Medi-X Pingshan, Guangdong Provincial Key Laboratory of Catalysis, and Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518000, China.

Journal volume & issue: Vol. 3, no. 3
pp. 298 – 301

Abstract

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A highly efficient and enantioselective method for the asymmetric reductive amination of β-keto phosphine derivatives was disclosed, and the corresponding β-amino phosphine oxides could be obtained in high yields (up to 97% yield) and excellent enantioselectivities (up to 97% ee). Moreover, the reaction worked well on a gram scale, indicating that our protocol has potential applications in the synthesis of chiral ligands and organocatalysts.

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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