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Olefination
Kinds of Olefination Terms modified by Olefination Selected AbstractsSequential Double Olefination of 2-(Arylmethylidene)-2-phosphonoacetonitrile with Dimsyl Lithium and Aldehydes: A Domino Route to Densely Substituted 1,3-ButadienesEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 22 2008Raghunath Chowdhury Abstract An efficient and highly stereoselective synthesis of densely substituted 1,3-dienes has been achieved which entails a sequential double olefination of 2-(arylmethylidene)-2-phosphonoacetonitriles by a one-pot domino process involving Michael addition of dimsyllithium to 2-(arylmethylidene)-2-phosphonoacetonitrile, Horner,Wadsworth,Emmons reaction of the resulting phosphonate ylide with the added aldehyde followed by base induced methylsulfenoxy elimination. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) [source] 3,5-Bis(trifluoromethyl)phenyl Sulfones in the Julia,Kocienski Olefination , Application to the Synthesis of Tri- and Tetrasubstituted OlefinsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 20 2006Diego A. Alonso Abstract 3,5-Bis(trifluoromethyl)phenyl (BTFP) sulfones 8a,d are successfully employed in the modified Julia olefination reaction with carbonyl compounds employing phosphazene base P4- tBu at room temp. in THF, affording tri- and tetrasubstituted olefins in good yields. The Julia,Kocienski olefination between primary alkyl BTFP sulfones 8a,b and aromatic and aliphatic ketones affords the corresponding trisubstituted alkenes in good yields and low stereoselectivities. On the other hand, higher yields and stereoselectivities are obtained in the synthesis of trisubstituted olefins through the other approach, the coupling of secondary alkyl BTFP sulfones 8c,d with aliphatic, aromatic and ,,,-unsaturated aldehydes. For the first time, tetrasubstituted olefins are synthesized by means of the Julia,Kocienski protocol when the isopropyl BTFP sulfone 8c reacts with aliphatic and aromatic ketones, employing P4- tBu as base at THF reflux. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source] Borrowing Hydrogen: Indirect "Wittig" Olefination for the Formation of C,C Bonds from AlcoholsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 19 2006Phillip J. Black Abstract The successful development of an indirect three-step domino sequence for the formation of C,C bonds from alcohol substrates is described. An iridium-catalysed dehydrogenation of alcohol 1 affords the intermediate aldehyde 2. The desired C,C bond can then be formed by a facile Wittig olefination, yielding the intermediate alkene 3. In the final step the alkene is hydrogenated to afford the indirect Wittig product, the alkane 4. The key to this process is the concept of borrowing hydrogen; hydrogen removed in the initial dehydrogenation step is simply borrowed by the iridium catalyst. Functioning as a hydrogen reservoir, the catalyst facilitates C,C bond formation before subsequently returning the borrowed hydrogen in the final step. Herein we present full details of our examination into both the substrate and reaction scope and the limitations of the catalytic cycle. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source] Reaction of diethyl thiocyanatomethylphosphonate with aldehydes as a route to diethyl Z -1-alkenylphosphonatesHETEROATOM CHEMISTRY, Issue 7 2007Roman B, aszczyk Diastereoselective synthesis of diethyl Z-1-alkenylphosphonates from easily available diethyl thiocyanatomethylphosphonate and aromatic aldehydes has been developed. Olefination of the aldehydes occurs under mild conditions and affords the title compounds with moderate yields. A plausible mechanism of the above-mentioned reaction is also discussed. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:732,739, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20371 [source] Stereoselective Synthesis of ,-Proline Derivatives from Allylamines via Domino Hydroformylation/Wittig Olefination and Aza-Michael AdditionADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 6 2010Andreas Farwick Abstract Under appropriate reaction conditions, a domino hydroformylation/Wittig olefination can be accomplished with derivatives of allylamines and stabilized Wittig ylides. A further highly diastereoselective aza-Michael reaction yields ,-proline derivatives. These are, for example, useful as building blocks for alkaloid syntheses. [source] An Efficient Synthesis of Poly(ethylene glycol)-Supported Iron(II) Porphyrin using a Click Reaction and its Application for the Catalytic Olefination of AldehydesADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 1-2 2009Suman Abstract The first successful synthesis of poly(ethylene glycol) (PEG) immobilized iron(II) porphyrin using a copper-catalyzed azide-alkyne [3+2],cycloaddition is reported. In contrast to the existing methods for the synthesis of PEG-immobilized metalloporphyrins, the click method offers better catalyst loading under comparatively mild reaction conditions. The prepared complex 5 (PEG-C51H39FeN7O) was found to be an efficient catalyst for the selective olefination of aldehydes with ethyl diazoacetate in the presence of triphenylphosphine and afforded excellent olefin yields with high (E) selectivities. The PEG-supported catalyst 5 was readily recovered by precipitation and filtration and was recycled for up to ten runs without significant loss of activity. [source] ChemInform Abstract: Enantioselective Synthesis of syn/anti-1,3-Amino Alcohols via Proline-Catalyzed Sequential ,-Aminoxylation/,-Amination and Horner,Wadsworth,Emmons Olefination of Aldehydes.CHEMINFORM, Issue 42 2010Vishwajeet Jha Abstract The target compounds are prepared with anti- or syn-selectivity using D- or L-proline as a catalyst, respectively. [source] ChemInform Abstract: A Highly Tunable Stereoselective Olefination of Semistabilized Triphenylphosphonium Ylides with N-Sulfonyl Imines.CHEMINFORM, Issue 31 2010De-Jun Dong Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: A Two-Step Synthesis of Allylic syn 1,3-Diols via an Intramolecular Oxa-Michael Reaction Followed by a Modified Julia Olefination.CHEMINFORM, Issue 16 2010Raphael Oriez Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Synthesis of 3-Alkylidene-piperidin-4-ones via One-Pot Cascade Transylidation,Olefination.CHEMINFORM, Issue 36 2009Bing Wang Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Wittig Olefination and Thiol Mediated 7-endo-Trig Radical Cyclization: Novel Synthesis of Oxepin Derivatives.CHEMINFORM, Issue 15 2009K. C. Majumdar Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Synthesis of Benzylidenecyclopropanes from ,-Halopropyl Pentachlorophenyl Sulfones Using a Julia,Kocienski Olefination.CHEMINFORM, Issue 28 2008Mieczyslaw Makosza Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Novel Synthesis of Oxocine Derivatives by Wittig Olefination and Intramolecular Heck Reaction via 8-endo trig Cyclization.CHEMINFORM, Issue 23 2008K. C. Majumdar Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] 3,5-Bis(trifluoromethyl)phenyl Sulfones in the Julia,Kocienski Olefination , Application to the Synthesis of Tri- and Tetrasubstituted Olefins.CHEMINFORM, Issue 5 2007Diego A. Alonso Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Olefination of Ketones Using a Gold(III)-Catalyzed Meyer,Schuster Rearrangement.CHEMINFORM, Issue 2 2007Douglas A. Engel Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Sulfoxide-Modified Julia,Lythgoe Olefination: Highly Stereoselective Di-, Tri-, and Tetrasubstituted Double Bond Formation.CHEMINFORM, Issue 20 2006Jiri Pospisil Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source] Catalytic Ketone Olefination with Methyltrioxorhenium.CHEMINFORM, Issue 6 2006Filipe M. Pedro Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthesis of Vinylogous Carbamates by Rhodium(II)-Catalyzed Olefination of Tertiary Formamides with a Silylated Diazoester.CHEMINFORM, Issue 48 2005Gurdeep S. Nandra Abstract For Abstract see ChemInform Abstract in Full Text. [source] An Effective and Highly Stereoselective Julia Olefination of Cyclopropyl Carbinol Mediated by CeCl3×7H2O/NaI.CHEMINFORM, Issue 45 2005Wei-Dong Z. Li Abstract For Abstract see ChemInform Abstract in Full Text. [source] Olefination of ,-Hydroxy or ,-Aminoaldehyde Derivatives via Reaction of Their Arylsulfonylhydrazones with Sulfonyl Anions.CHEMINFORM, Issue 50 2004Jerzy Wicha Abstract For Abstract see ChemInform Abstract in Full Text. [source] Stereoselective Olefination of Unfunctionalized Ketones via Ynolates.CHEMINFORM, Issue 39 2004Mitsuru Shindo Abstract For Abstract see ChemInform Abstract in Full Text. [source] General and Selective Olefination of Aldehydes and Ketones Catalyzed by a Cobalt(II) Porphyrin Complex.CHEMINFORM, Issue 13 2004Ming-Yung Lee Abstract For Abstract see ChemInform Abstract in Full Text. [source] An Unusual Outcome in the Wittig Olefination of Artemisinin and Its Derivatives under Microwave Irradiation.CHEMINFORM, Issue 6 2004Biswajit Kalita No abstract is available for this article. [source] Efficient and Stereoselective Synthesis of ,-Trifluoromethyl ,,,-Unsaturated Esters via Iron(III) Porphyrin-Catalyzed Olefination of Ketones.CHEMINFORM, Issue 47 2003Ying Chen No abstract is available for this article. [source] Olefination of Methyl (1S,2R,4R)-N-Benzoyl-2-formyl-7-azabicyclo[2.2.1]heptane-1-carboxylate, a Synthetic Approach to New Conformationally Constrained Prolines.CHEMINFORM, Issue 40 2003Ana M. Gil Abstract For Abstract see ChemInform Abstract in Full Text. [source] An Effective Synthesis of ,-Cyanoenamines by Peterson Olefination.CHEMINFORM, Issue 23 2003Waldemar Adam Abstract For Abstract see ChemInform Abstract in Full Text. [source] Convenient Procedure of Horner,Wadsworth,Emmons Olefination for the Synthesis of Simple and Functionalized ,,,-Unsaturated Nitriles.CHEMINFORM, Issue 19 2003Alessandra Lattanzi Abstract For Abstract see ChemInform Abstract in Full Text. [source] ChemInform Abstract: Pd-Catalyzed Decarbonylative Olefination of Aryl Esters: Towards a Waste-Free Heck Reaction.CHEMINFORM, Issue 34 2002Lukas J. Goossen Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: Olefination of Aromatic Ketones: Synthesis of Mono- and Dihaloalkenes.CHEMINFORM, Issue 32 2002Vasily N. Korotchenko Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] ChemInform Abstract: A New Route for the Synthesis of Mono-Fluorinated Allyl Alcohols Using the Stereoselective Wittig Olefination via Reaction of (,-Fluorovinyl)triphenylphosphonium Triflate.CHEMINFORM, Issue 45 2001Takeshi Hanamoto Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source] |