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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 14, 1984 - Issue 9
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Original Articles

Wittig-Horner Reaction in Heterogenous Media: V1. An Efficient Synthesis of Alkene-Phosphonates and αL-Hydroxymethyl-α-Vinyl Phosphonate in Water in the Presence of Potassium Carbonate

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Pages 833-841 | Published online: 19 Dec 2006

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Cécile Garzon, Mireille Attolini & Michel Maffei. (2024) Synthesis, synthetic interests, and biological activities of β-substituted vinylphosphonates. Phosphorus, Sulfur, and Silicon and the Related Elements 199:2, pages 112-128.
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Yong Ye, Li-bo Ma, Yong Luo, Wen-hu Wang, Lun-zu Liu & Yu-fen Zhao. (2008) Regioselective Cycloadditions of β -Substituted Vinylphosphonate with Nitrile Oxides. Phosphorus, Sulfur, and Silicon and the Related Elements 184:1, pages 135-140.
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Jinlong Wu, Dan Li & Da Zhang. (2005) Aqueous Wittig Reactions of Aldehydes with In Situ Formed Semistabilized Phosphorus Ylides. Synthetic Communications 35:19, pages 2543-2551.
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Jinlong Wu, Da Zhang & Shaoyong Wei. (2005) Wittig Reactions of Stabilized Phosphorus Ylides with Aldehydes in Water. Synthetic Communications 35:9, pages 1213-1222.
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Yong Ye, Ling-Yun Li, Li Tian & Lun-Zu Liu. (2004) STUDIES ON CYCLOADDITION REACTIONS OF VINYLPHOSPHONATES WITH NITRONES. Phosphorus, Sulfur, and Silicon and the Related Elements 179:12, pages 2503-2508.
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EdgardoN. Durantini. (1999) Synthesis of Functional Olefins Using the Wittig-Horner Reaction in Different Media. Synthetic Communications 29:23, pages 4201-4222.
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IgorE. Gurevich, JohnC. Tebby, AllaV. Dogadina & BorisI. Ionin. (1999) DIMETHYL 3-CHLOROPROP-1-EN-2-YLPHOSPHONATE. PART 3. ALKYLATION OF ANIONIC O AND C NUCLEOPHILES AND PREPARATION OF 1-ALKENYL-2-PHOSPHONATES. Phosphorus, Sulfur, and Silicon and the Related Elements 148:1, pages 61-78.
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René Csuk & Christina Schröder. (1999) Allylphosphonates by Heteroanalogous Zinc-Silver/Graphite Mediated Dreiding-Schmidt Reactions. Journal of Carbohydrate Chemistry 18:3, pages 285-295.
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Messaoud Hachemi, Monika Puciova-sebova, Stefan Toma & Didier Villemin. (1996) DRY REACTION OF DIETHYL CYANOMETHYLPHOSPHONATE AND TETRAETHYL METHYLENEDIPHOSPHONATE WITH BENZALDEHYDE ON SOLID BASES. Phosphorus, Sulfur, and Silicon and the Related Elements 113:1-4, pages 131-136.
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JacekF. Koszuk. (1995) Preparation of New 1-Alkenylphosphonates and 2-Alkenylphosphonates by Claisen Rearrangement. Synthetic Communications 25:17, pages 2533-2543.
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H. Amri, M.M. El Gaied & J. Villiéras. (1990) Hydroxyalkylation of Diethylvinylphosphonate in the Presence of DABCO. Synthetic Communications 20:5, pages 659-663.
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Articles from other publishers (33)

Reece W. Lewis, Benjamin Klemm, Mariano Macchione & Rienk Eelkema. (2022) Fuel-driven macromolecular coacervation in complex coacervate core micelles. Chemical Science 13:16, pages 4533-4544.
Crossref
Natalie G. Barnes, Amjed A. Ahmed Mal Ullah, Patricia A. Ragazzon, Nadia Charafi & John A. Hadfield. (2021) Syntheses of Combretastatin A‐4 and Related Stilbenes by Using Aqueous Conditions. ChemistrySelect 6:28, pages 7082-7086.
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Michael J. B. Kelly, Lucas B. Fallot, Jeffrey L. Gustafson & B. Mikael Bergdahl. (2016) Water Mediated Wittig Reactions of Aldehydes in the Teaching Laboratory: Using Sodium Bicarbonate for the in Situ Formation of Stabilized Ylides. Journal of Chemical Education 93:9, pages 1631-1636.
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Stephen G. Davies, Ai M. Fletcher, Paul M. Roberts, James E. Thomson & Charlotte M. Zammit. (2016) The asymmetric synthesis of enantiopure C(5)-substituted transpentacins via diastereoselective conjugate additions to a β′-amino-α,β-unsaturated ester. Tetrahedron: Asymmetry 27:4-5, pages 208-221.
Crossref
Yosef Al Jasem, Randa El-Esawi & Thies Thiemann. (2014) Wittig- and Horner–Wadsworth–Emmons-Olefination Reactions with Stabilised and Semi-Stabilised Phosphoranes and Phosphonates under Non-Classical Conditions. Journal of Chemical Research 38:8, pages 453-463.
Crossref
Elise Villemin, Koen Robeyns, Raphael Robiette, Marie-France Herent & Jacqueline Marchand-Brynaert. (2013) Polycyclic phosphonic acid derivatives obtained by a [4+2] cycloaddition strategy using phosphonodienes. Tetrahedron 69:3, pages 1138-1147.
Crossref
Cécile Garzon, Mireille Attolini & Michel Maffei. (2010) Synthesis of β-aminovinylphosphonates by organocatalytic nucleophilic displacement of acetate with amines. Tetrahedron Letters 51:29, pages 3772-3774.
Crossref
Zheng Liu, Yaqiong Gong, Hoe-Sup Byun & Robert Bittman. (2010) An improved two-step synthetic route to primary allylic alcohols from aldehydes. New Journal of Chemistry 34:3, pages 470.
Crossref
Zvi RappoportAlexander Wittkopp & Peter R. Schreiner. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Zvi RappoportR. S. Edmundson. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Chao-Jun Li. (2005) Organic Reactions in Aqueous Media with a Focus on Carbon−Carbon Bond Formations:  A Decade Update. Chemical Reviews 105:8, pages 3095-3166.
Crossref
Jesse Dambacher, Wen Zhao, Amer El-Batta, Robert Anness, Changchun Jiang & Mikael Bergdahl. (2005) Water is an efficient medium for Wittig reactions employing stabilized ylides and aldehydes. Tetrahedron Letters 46:26, pages 4473-4477.
Crossref
M. Antonietta Loreto, Tecla Gasperi, Antonella Migliorini & Paolo A. Tardella. (2005) Spiroaziridines from 4-Substituted α-Ylidene-γ-butyro Lactones. HETEROCYCLES 65:6, pages 1447.
Crossref
Yuichi Kobayashi & Anthony D. William. (2004) Palladium‐ and Nickel‐Catalyzed Coupling Reactions of α‐Bromoalkenylphosphonates with Arylboronic Acids and Lithium Alkenylborates. Advanced Synthesis & Catalysis 346:13-15, pages 1749-1757.
Crossref
Xin Qi, Sang-Hyeup Lee, Ji Young Kwon, Youngmee Kim, Sung-Jin Kim, Yoon-Sik Lee & Juyoung Yoon. (2003) Aminobromination of Unsaturated Phosphonates. The Journal of Organic Chemistry 68:23, pages 9140-9143.
Crossref
Tecla Gasperi, M.Antonietta Loreto, Paolo A. Tardella & Elisabetta Veri. (2003) Synthesis of α-amino γ-butyrolactone derivatives by aziridination of α-ylidene γ-butyrolactones. Tetrahedron Letters 44:27, pages 4953-4956.
Crossref
J. Villieras & M Rambaud. 2003. Organic Syntheses. Organic Syntheses 220 220 .
Antonello Fazio, M.Antonietta Loreto & Paolo A Tardella. (2001) Aziridination of α,β-unsaturated phosphonic esters. Tetrahedron Letters 42:11, pages 2185-2187.
Crossref
EDGARDO N. DURANTINI. (2012) Synthesis of meso -nitrophenylporphyrins covalently linked to a polyphenylene chain bearing methoxy groups . Journal of Porphyrins and Phthalocyanines 04:03, pages 233-242.
Crossref
Paul A. GriecoA. Lubineau, J. Augé & Y. Queneau. 1998. Organic Synthesis in Water. Organic Synthesis in Water 102 140 .
Engelbert Ciganek. 2004. Organic Reactions. Organic Reactions 201 350 .
Pietro Allevi, Mario Anastasia, Francesco Cajone, Pierangela Ciuffreda & Anna M. Sanvito. (1995) Structural requirements of aldehydes produced in LPO for the activation of the heat-shock genes in Hela cells. Free Radical Biology and Medicine 18:1, pages 107-116.
Crossref
Abraham Nudelman, Eliezer Falb, Yael Odesa & Naomi Shmueli‐Broide. (2006) Hypoxic Radiosensitizers: Substituted Styryl Derivatives. Archiv der Pharmazie 327:10, pages 619-625.
Crossref
Pascal Bouyssou & Jacques Chenault. (1991) Phosphonates and phosphine oxides as reagents in a one-pot synthesis of coumarins. Tetrahedron Letters 32:39, pages 5341-5344.
Crossref
Cynthia K. McClure & Christopher W. Grote. (1991) α,β-functionalization of enones via pentacovalent oxaphospholenes. Tetrahedron Letters 32:39, pages 5313-5316.
Crossref
S Petit, JP Nallet, M Guillard, J Dreux, R Chermat, M Poncelet, C Bulach & P Simon. (1990) Synthèses et activités psychotropes de 3,4-diarylpiperidin-2-ones: corrélation structure-activité. European Journal of Medicinal Chemistry 25:8, pages 641-652.
Crossref
Klaus Hartke & Olaf Kunze. (2006) Thion‐ und Dithioester, 47. α,β‐ungesättigte Thion‐ und Dithioester durch Kondensationsreaktionen. Liebigs Annalen der Chemie 1989:4, pages 321-330.
Crossref
Pascale Seguineau & Jean Villieras. (1988) The Wittig-Horner reaction in heterogeneous media1 - x : Synthesis of ∝-deuterated functional olefins using potassium carbonate with deuterium oxide.. Tetrahedron Letters 29:4, pages 477-480.
Crossref
Marie-Paule Teulade, Philippe Savignac, Elie Elia Aboujaoude, Stéphane Liétge & Noël Collignon. (1986) Alkylidènediphosphonates et vinylphosphonates: une démarche synthétiques sélective par voie carbanionique. Journal of Organometallic Chemistry 304:3, pages 283-300.
Crossref
M. Graff, A. Al Dilaimi, P. Seguineau, M. Rambaud & J. Villieras. (1986) La reaction de Wittig-Horner en milieu heterogene IX. Bis aldolisation des phosphonates a partir des dialdehydes aliphatiques en milieu aqueux peu basique. Synthese de cyclenols fonctionnels.. Tetrahedron Letters 27:14, pages 1577-1578.
Crossref
M. RAMBAUD, A. DEL VECCHIO & J. VILLIERAS. (2016) ChemInform Abstract: WITTIG‐HORNER REACTION IN HETEROGENEOUS MEDIA: V. AN EFFICIENT SYNTHESIS OF ALKENEPHOSPHONATES AND α‐HYDROXYMETHYL‐α‐VINYLPHOSPHONATE IN WATER IN THE PRESENCE OF POTASSIUM CARBONATE. Chemischer Informationsdienst 16:5.
Crossref
Jean Villieras, Monique Rambaud & Micheline Graff. (1985) La reaction de wittig-horner en milieu heterogene VI1. Selectivite de la reaction sur des composes bifonctionnels. Tetrahedron Letters 26:1, pages 53-56.
Crossref
E.Elia Aboujaoude, S Lietjé, N Collignon, M.P Teulade & Ph Savignac. (1985) Conversion directe “in situ” des alkyl en vinylphosphonates. Tetrahedron Letters 26:37, pages 4435-4438.
Crossref

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