Synthesis of β,β-Dichloro-α,β-unsaturated Ketones by Trichloro-methyl Radical Addition/Elimination of Enol Silyl Ethers
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چکیده
منابع مشابه
Iridium-catalyzed enantioselective allylation of silyl enol ethers derived from ketones and α,β-unsaturated ketones.
The unified Ir-catalyzed enantioselective allylic substitution reactions of silyl enol ethers derived from ketones and α,β-unsaturated ketones with branched, racemic allylic alcohols are described. This transformation is catalyzed by the Carreira system and proceeds without fluoride, and with high ee and b : l ratio. The synthetic utility of this method was illustrated by the concise enantiosel...
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Highly colored (red) solutions of various enol silyl ethers and tetranitromethane (TNM) are readily bleached to afford good yields of alpha-nitro ketones in the dark at room temperature or below. Spectral analysis show the red colors to be associated with the intermolecular 1:1 electron donor-acceptor (EDA) complexes between the enol silyl ether and TNM. The formation of similar vividly colored...
متن کاملOne-pot synthesis of tropinone by tandem (domino) ene-type reactions of acetone silyl enol ethers.
A synthetic approach for tropane alkaloids on the basis of tandem (domino) ene-type reactions of acetone silyl enol ethers with iminium ions is shown to be triggered by intermolecular ene-type reactions followed by 6-(2,5) silatropic ene-type cyclizations.
متن کاملIodotrimethylsilane-mediated additions of dienol silyl ethers to .alpha.,.beta.-unsaturated ketones
Trimethylsily1)oxy-substituted dienes react with 1 at low temperatures to afford annulated products. Disciplines Chemistry | Environmental Chemistry | Inorganic Chemistry | Organic Chemistry | Other Chemistry | Polymer Chemistry Comments Reprinted (adapted) with permission from The Journal of Organic Chemistry, 49(6); 1153-1154. Doi: 10.1021/jo00180a048. Copyright 1984 American Chemical Society...
متن کاملFormal (3+3) cycloaddition of silyl enol ethers catalyzed by trifric imide: domino Michael addition-claisen condensation accompanied with isomerization of silyl enol ethers.
We describe here a Tf₂NH-catalyzed formal (3+3) cycloaddition of silyl enol ethers with acrylates as a new domino reaction. In the domino sequence, the catalyst activates Michael addition, deprotonation of the resulting silyloxonium cation and intramolecular Claisen condensation. It was found that reaction modes significantly depend on the reaction temperature. We also examined the mechanistic ...
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ژورنال
عنوان ژورنال: Chinese Journal of Organic Chemistry
سال: 2020
ISSN: 0253-2786
DOI: 10.6023/cjoc201911023