Asymmetric allenylation of aliphatic aldehydes catalyzed by a chiral formamide |
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| Affiliation: | 1. A. E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, 420088 Kazan, Russian Federation;2. Alexander Butlerov Institute of Chemistry, Kazan Federal University, 420008 Kazan, Russian Federation;1. Centre of Excellence for Pharmaceutical Sciences, School of Pharmacy, North-West University, Private Bag X6001, Potchefstroom 2520, South Africa;2. Human Metabolomics, Faculty of Natural and Agricultural Science, North-West University, Private Bag X6001, Box 269, Potchefstroom 2531, South Africa;3. Pharmaceutical Chemistry, School of Pharmacy, North-West University, Private Bag X6001, Potchefstroom 2520, South Africa;1. Beijing National Laboratory of Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China;2. College of Chemistry and Material Sciences, Hebei Normal University, Shijiazhuang, Hebei 050024, PR China;3. College of Chemistry and Chemical Engineering, Shandong Provincial Key Laboratory of Fluorine Chemistry and Chemical Materials, University of Jinan, Jinan 250022, PR China;4. University of Chinese Academy of Sciences, Beijing 100049, PR China;1. Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan;2. Department of Applied Chemistry, National Chiao Tung University, Hsinchu 30010, Taiwan, ROC;1. Department of Chemistry & Biochemistry, Miami University, Oxford, OH, 45056, USA;2. Elmer O. Schlemper X-ray Diffraction Center, University of Missouri-Columbia, Columbia, Mo, 65211, USA |
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| Abstract: | (S,S)-N,N-Bis(α-methylbenzyl)formamide in combination with HMPA catalyzes the allenylation of aliphatic aldehydes with propargyltrichlorosilane with good enantioselectivity (up to 95% e.e.). |
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