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Michael Addition Catalyzed by Chiral Secondary Amine Phosphoramide Using Fluorinated Silyl Enol Ethers: Formation of Quaternary Carbon Stereocenters
Authors:Jin‐Sheng Yu  Fu‐Min Liao  Wei‐Ming Gao  Kui Liao  Run‐Lin Zuo  Prof. Dr. Jian Zhou
Affiliation:1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663N, Zhongshan Road, Shanghai 200062 (China);2. No 15 class of Grade 2012, Luzhou High School, 33 Zhongshan Road, Luzhou 646000 (China);3. State Key Laboratory of Elemento‐organic Chemistry, Nankai University, Tianjin 300071 (P.R. China)
Abstract:A chiral secondary amine phosphoramide was developed and identified as a powerful catalyst for the Mukaiyama–Michael addition of fluorinated enol silyl ethers to tetrasubstituted olefins. The resulting products are obtained with high enantioselectivities and contain a quaternary carbon stereocenter bearing either a difluoroalkyl or monofluoroalkyl group.
Keywords:amines  asymmetric catalysis  chirality  fluorine  organocatalysis
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