Molecules
(Dec 2022)
Atroposelective Amination of Indoles via Chiral Center Induced Chiral Axis Formation
Yong Wang,
Jingxue Yan,
Yiqing Jiang,
Zexuan Wei,
Zhenlin Tu,
Chao Dong,
Tao Lu,
Yadong Chen,
Jie Feng
Affiliations
Yong Wang
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Jingxue Yan
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Yiqing Jiang
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Zexuan Wei
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Zhenlin Tu
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Chao Dong
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Tao Lu
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Yadong Chen
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
Jie Feng
Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China
DOI
https://doi.org/10.3390/molecules27249008
Journal volume & issue
Vol. 27,
no. 24
p.
9008
Abstract
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The construction of an N–C chiral axis for N-aryl indole derivatives is meaningful as they widely exist in functionalized molecules. This work provides a novel method for this purpose via amination of amino acid derivatives at the C2 position of the indole and chiral center induced chiral axis formation. The protocol of this transformation is easily accessible, not requiring metal or an organic chiral catalyst, endowing this method with great potential in the construction of axis chiral N-aryl indoles.
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