- Iron-mediated electrochemical reaction of α-chloroesters with carbonyl compounds
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(Matrix presented) Reformatsky-type reactions have been performed efficiently using an electroassisted iron-complex catalysis. Valuable product such as β-hydroxyesters, ketones or nitriles are thus prepared with high yields.
- Durandetti, Muriel,Meignein, Clothilde,Perichon, Jacques
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p. 317 - 320
(2007/10/03)
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- Aldol additions of pinacolone lithium enolate with ketones: Reactivities governed predominantly by field effects
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The relative reactivities of representative α- and β-heterosubstituted acyclic, cyclic (five- and six-membered), and aromatic ketones with the lithium enolate of pinacolone in diethyl ether at -78 °C were determined. The order of reactivities of monosubst
- Das, Goutam,Thornton, Edward R.
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p. 1302 - 1312
(2007/10/02)
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- Reduction of Substituted Δ2-Isoxazolines. Synthesis of β-Hydroxy Acid Derivatives
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Three separate methods are reported for the formation of β-hydroxy acid derivatives from readily available substituted Δ2-isoxazolines.Cycloaddition of 2,2-dimethylpropanenitrile oxide with a variety of olefins followed by reductive cleavage produces α '-tert-butyl β-hydroxy ketones.These are cleaved to β-hydroxy tert-butyl esters by Baeyer-Villiger oxidation with peroxytrifluoroacetic acid.In the second approach, α ',β-dihydroxy ketones are generated via cycloaddition of olefins with the nitrile oxide generated from 2--2-methyl-1-nitropropane followed by reductive ring opening.Standard periodic acid cleavage gives β-hydroxy acids.Finally, 3-methoxy-substituted Δ2-isoxazolines, readily available via benzenesulfonylcarbonitrile oxide-olefin cycloaddition and methoxide displacement, are directly reduced to β-hydroxy esters.
- Curran, Dennis P.,Scanga, Susan A.,Fenk, Christopher J.
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p. 3474 - 3478
(2007/10/02)
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- MIXED KETONE-KETONE CONDENSATIONS UNDER THE CONDITIONS OF THE GRIGNARD-COLONGE METHOD
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The mixed condensation of aliphatic and aromatic methyl ketones was realized under the conditions of the Grignard-Colonge method.By dehydration of the synthesized β-ketols the β-methyl-α,β-unsaturated ketones with a sterically hindered carbonyl group were obtained.
- Sosnovskikh, V. Ya.,Esafov, V. I.,Andreev, N. S.
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p. 2096 - 2100
(2007/10/02)
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