Copper-catalyzed intramolecular redox reaction: Asymmetric synthesis of chiral 2-(1H-pyrrol-1-yl)-mandelic acid esters |
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| Authors: | Hong-Jin Du Chao Lin Xiaoan Wen Qing-Long Xu |
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| Institution: | State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Drug Discovery for Metabolic Disease, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, China |
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| Abstract: | An efficient approach to chiral α-hydroxy acid esters by Lewis acid-mediated asymmetric 1,5]-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylketone acid ester has been achieved in up to 96% yield and 94% ee. This protocol would be applied in the synthesis of chiral α-hydroxy acid derivatives with simplicity and high enantioselectivity. |
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| Keywords: | Redox reaction [1 5]-hydride shift Copper Lewis acid |
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