Iridium-Catalyzed asymmetric reduction of α,β-Unsaturated nitriles with water

Qinli Lu; Xianming Wang; Wanliu Wen; Ruifeng Fan; Binfeng Zhu; Bingjie Zhou; Jingchao Chen; Baomin Fan

Green Synthesis and Catalysis (Aug 2024)

Iridium-Catalyzed asymmetric reduction of α,β-Unsaturated nitriles with water

Qinli Lu,
Xianming Wang,
Wanliu Wen,
Ruifeng Fan,
Binfeng Zhu,
Bingjie Zhou,
Jingchao Chen,
Baomin Fan

Affiliations

Qinli Lu: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China
Xianming Wang: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China
Wanliu Wen: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China
Ruifeng Fan: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China
Binfeng Zhu: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China
Bingjie Zhou: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China
Jingchao Chen: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China; Corresponding authors. Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China.
Baomin Fan: Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China; Department School of Chemistry and Environment, Yunnan Minzu University, Kunming 650500, China; School of Pharmaceutical Science & Yunnan Key Laboratory of Pharmacology for Natural Products, Kunming Medical University, Kunming 650500, China; Corresponding authors. Key Laboratory of Chemistry in Ethnic Medicinal Resources (Yunnan Minzu University), State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, Kunming, 650500, China.

Journal volume & issue: Vol. 5, no. 3
pp. 175 – 179

Abstract

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The nitrile compounds are present in a variety of biologically active natural products and pharmaceuticals, and the nitrile groups are versatile synthetic intermediates to other functionalized compounds. Herein, the asymmetric reduction of α, β-unsaturated nitriles with water as a hydrogen source is reported. The reaction is catalyzed by the complex of [Ir(COD)Cl]2 and (Ra, S)-Ph-Bn-SiPhox, and allows the preparation of useful enantioenriched chiral 3,3-disubstituted propionitriles with high optical purities in mild conditions.

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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