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Stereoselective preparation of chiral compounds in Mannich-type reactions of a bicyclic imine and phenols or indole |
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| Authors: | Jakub Iwanejko Elżbieta Wojaczyńska Jacek Wojaczyński Julia Bąkowicz |
| Affiliation: | 1. Department of Organic Chemistry, Faculty of Chemistry, Wroc?aw University of Technology, Wybrze?e Wyspiańskiego 27, 50-370 Wroc?aw, Poland;2. Department of Chemistry, University of Wroc?aw, 14 F. Joliot-Curie St., 50-383 Wroc?aw, Poland;3. Institute of Physical and Theoretical Chemistry, Faculty of Chemistry, Wroc?aw University of Technology, Wybrze?e Wyspiańskiego 27, 50-370 Wroc?aw, Poland |
| Abstract: | Mannich-type reactions of a chiral bicyclic imine and various nucleophiles yield the corresponding adducts with good to high diastereoselectivity. The influence of the reaction conditions on the yield and stereochemical outcome is investigated. The configuration of the products is established by 1H NMR spectroscopy, and the major isomers of two adducts are characterized by X-ray crystallography. |
| Keywords: | Mannich reaction Betti reaction Bicyclic imines Stereoselectivity |
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