- Efficient Regio- And Stereoselective Synthesis of 5-Alkyl(aryl)idene- and 5-[Iodoalkyl(aryl)idene]-1H-pyrrol-2(5//)-ones via Electrophilic Cyclization
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A variety of substituted 5-alkyl(aryl)idene-and 5-[1o-doalkyl(aryl)idene]- 1ff-pyrrol-2(5H)-ones were readily prepared with good yields under very mild reaction conditions by the iodocy- clization of (2Z,4E)-dienamides and (Z)-alk-2-en-4-ynamides with iod
- Cherry, Khalil,Duchene, Alain,Thibonnet, Jerome,Anselmi, Jean-Luc Parrain Elsa,Abarbri, Mohamed
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experimental part
p. 257 - 270
(2009/06/19)
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- A survey of mono- or bis-decarboxylation of β-methyl polyethylenic-malonic acids
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Diverse experimental conditions, leading to mono- or bis-decarboxylation of β-methyl polyethylenic-malonic acids, were examined. A clean and easy bis-decarboxylation was reported.
- Valla, Alain,Le Guillou, Régis,Cartier, Dominique,Labia, Roger
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p. 4737 - 4740
(2007/10/03)
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- Palladium-catalysed cross-coupling of iodovinylic acids with organometallic reagents. Selective synthesis of 3,3-disubstituted prop-2-enoic acids
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3,3-Disubstituted prop-2-enoic acids were selectively prepared in good yields under mild experimental conditions via palladium-catalysed cross-coupling of 3-substituted 3-iodobut-2-enoic acids with miscellaneous organometallic reagents using dichlorobis(acetonitrile)palladium(II) as catalyst and DMF as solvent.
- Abarbri, Mohamed,Thibonnet, Jér?me,Parrain, Jean-Luc,Duchêne, Alain
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p. 543 - 551
(2007/10/03)
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- A general synthesis of (2Z)-terpenoic acids
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A three-step synthesis of (2Z), (4E)-polyenic acids 6 is described. Condensation of aldehydes 1 with potassium prenal enolate led to dihydropyranols 3 which were oxidized into dihydropyrones 5, precursors of (2Z), (4E)-polyenic acids 6. The procedure was applied to a synthesis of 13- cis-retinoic acids from β-ionylidene acetaldehydes. (C) 2000 Elsevier Science Ltd.
- Cahard, Dominique,Mammeri, Malika,Poirier, Jean-Marie,Duhamel, Lucette
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p. 3619 - 3622
(2007/10/03)
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- Pyrylium salts in polyene natural product synthesis: organometallic additions to 4-methylpyrylium tetrafluoroborate
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The synthetic utility of organometallic additions to pyrylium salts as a procedure for the stereocontrolled preparation of 2Z,4E-dienals, and the use of these compounds in polyene natural product synthesis, is summarised.The extension of this methodology to 4-methylpyrylium tetrafluoroborate to give a new route to 3-methyl-2Z,4E-dienals via a six-carbon organometallic homologation procedure is then described.Finally, the utilisation of this methodology to provide a concise synthetic approach to 13Z-retinal, retinal and a range of retinal analogues is then elaborated.
- Taylor, Richard J. K.,Hemming, Karl,Medeiros, Edna Faria De
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p. 2385 - 2392
(2007/10/02)
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