Highly enantioselective conjugate addition of diethylzinc to enones using aziridine-functionalized tridentate sulfinyl ligands |
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| Authors: | Michał Rachwalski Stanisław Leśniak Piotr Kiełbasiński |
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| Institution: | 1. Department of Organic and Applied Chemistry, University of ?ód?, Tamka 12, 91-403 ?ód?, Poland;2. Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Department of Heteroorganic Chemistry, Sienkiewicza 112, 90-363 ?ód?, Poland |
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| Abstract: | Enantiomerically pure tridentate heteroorganic catalysts, containing hydroxyl, sulfinyl, and aziridine moieties, have proven to be highly efficient in the enantioselective conjugate diethylzinc addition to chalcone and cyclohexenone to give the desired products in very high yields (up to 95%) and with ee’s up to 93%. The influence of the stereogenic centers located on the sulfinyl sulfur atom and in the aziridine moiety on the stereochemical course of the reaction is discussed. |
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