Chloro- and iodotrimethylsilane-activated additions of organocopper compounds to enones and enoates |
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| Affiliation: | 1. Department of Chemistry, Biochemistry and Environmental Protection, Faculty of Science, University of Novi Sad, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia;2. Department of Biology and Ecology, Faculty of Science, University of Novi Sad, Trg Dositeja Obradovića 2, 21000 Novi Sad, Serbia;3. Department of Physics, Faculty of Science, University of Novi Sad, Trg Dositeja Obradovića 4, 21000 Novi Sad, Serbia;4. First Department of Medicine, University of Szeged, Korányi fasor 8-10, H-6720 Szeged, Hungary;1. Department of Chemistry, Youngstown State University, WBSH 5053, Youngstown, OH 44555, United States;2. Department of Chemistry, The Johns Hopkins University, Baltimore, MD 21218, United States;1. Department of Organic Chemistry, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9 st., 30-688 Kraków, Poland;2. Department of Multilayer Materials, Institute of Metallurgy and Materials Science, Polish Academy of Sciences, Reymonta 25 st., 30-059 Kraków, Poland;3. Department of Materials Science and Engineering KTH Royal Institute Technology, Brinellvägen 23, SE-100 44 Stockholm, Sweden;4. Department of Physical Chemistry, Faculty of Chemistry, Gronostajowa 2 st., 30-387 Kraków, Poland;1. Chemistry Department, Faculty of Science, Ain Shams University, 11566 Abassia, Cairo, Egypt;2. Chemistry Department, College of Science, King Faisal University, 31982 Al-Hasa, Hofuf, Saudi Arabia |
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| Abstract: | Organocopper compounds add to enones and enoates in the presence of chlorotrimethylsilane in ether giving the conjugate adducts in preparatively useful yields via the silyl enol ethers. Presence of lithium iodide is important and excess of chlorotrimethylsilane accelerates the reactions.The combination of organocopper compound, iodotrimethyl-silane and dimethyl sulfide gave faster reactions and very high yields, particularly in dichloromethane, where the reaction mixtures gradually became homogeneous. |
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