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Relevant bibliographies by topics / Wittig olefination

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Academic literature on the topic 'Wittig olefination'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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Journal articles on the topic "Wittig olefination"

1

Ilia, Gheorghe, Vasile Simulescu, Nicoleta Plesu, Vlad Chiriac, and Petru Merghes. "Wittig and Wittig–Horner Reactions under Sonication Conditions." Molecules 28, no. 4 (2023): 1958. http://dx.doi.org/10.3390/molecules28041958.

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Carbonyl olefinations are among the most important organic syntheses that form C=C bonds, as they usually have high yields and in addition offer excellent stereoselectivity. Due to these advantages, carbonyl olefinations have important pharmaceutical and industrial applications. These reactions contain an additional step of an α-functionalized carbanion to an aldehyde or ketone to produce alkenes, but syntheses performed using metal carbene complexes are also known. The Wittig reaction is an example of carbonyl olefination, one of the best ways to synthesize alkenes. This involves the chemical

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2

Khan, Ajmir, Mohammed G. Sarwar, and Sher Ali. "Reactivity and Stability of (Hetero)Benzylic Alkenes via the Wittig Olefination Reaction." Molecules 29, no. 2 (2024): 501. http://dx.doi.org/10.3390/molecules29020501.

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Wittig olefination at hetero-benzylic positions for electron-deficient and electron-rich heterocycles has been studied. The electronic effects of some commonly used protective groups associated with the N-heterocycles were also investigated for alkenes obtained in the context of the widely employed Wittig olefination reaction. It was observed that hetero-benzylic positions of the pyridine, thiophene and furan derivatives were stable after Wittig olefination. Similarly, electron-withdrawing groups (EWGs) attached to N-heterocycles (indole and pyrrole derivatives) directly enhanced the stability

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3

Lakhrissi, Mohammed, and Yves Chapleur. "Wittig Olefination of Lactones." Angewandte Chemie International Edition in English 35, no. 7 (1996): 750–52. http://dx.doi.org/10.1002/anie.199607501.

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4

Breit, Bernhard, and Stephan K. Zahn. "Domino hydroformylation–Wittig olefination–hydrogenation." Tetrahedron 61, no. 26 (2005): 6171–79. http://dx.doi.org/10.1016/j.tet.2005.03.112.

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5

Li, Qiang-Qiang, Zaher Shah, Jian-Ping Qu, and Yan-Biao Kang. "Direct Wittig Olefination of Alcohols." Journal of Organic Chemistry 83, no. 1 (2017): 296–302. http://dx.doi.org/10.1021/acs.joc.7b02720.

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Lum, Kenneth M., Vanessa J. Xavier, Michelle J. H. Ong, Charles W. Johannes, and Kok-Ping Chan. "Stabilized Wittig olefination for bioconjugation." Chemical Communications 49, no. 95 (2013): 11188. http://dx.doi.org/10.1039/c3cc45961f.

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7

Thiemann, Thies. "Solventless Wittig Olefination with Fluorinated Benzaldehydes." Journal of Chemical Research 2007, no. 6 (2007): 336–41. http://dx.doi.org/10.3184/030823407x225464.

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Fluorinated benzaldehydes undergo solventless Wittig olefination with stabilised phosphoranes. Even with less reactive, stabilised phosphoranes, such as acetylmethylidenetriphenylphosphorane, the reactions have been found to be exothermic.

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8

Pascariu, Aurelia, Gheorghe Ilia, Alina Bora, et al. "Wittig and Wittig-Horner reactions under phase transfer catalysis conditions." Open Chemistry 1, no. 4 (2003): 491–534. http://dx.doi.org/10.2478/bf02475230.

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AbstractWittig and Wittig-Horner reactions are favorite tools in preparative organic chemistry. These olefination methods enjoy widespread and recognition because of their simplicity, convenience, and effciency. Phase transfer catalysis (PTC) is a very important method in synthetic organic chemistry having many advantages over conventional, homogenous reaction procedures. In this paper, we attempt to summarize the aspects concerning Wittig and Wittig-Horner reactions that take place under phase transfer catalysis conditions.

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9

Watanabe, Masataka, Shuntaro Mataka, and Thies Thiemann. "One pot Sonogashira-coupling/Wittig olefination procedures." Journal of Chemical Research 2005, no. 10 (2005): 636–39. http://dx.doi.org/10.3184/030823405774663057.

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Bromoarylcarbaldehydes, bromoheteroarylcarbaldehydes, and bromoalkenals can be subjected to a one pot Sonogashira coupling–Wittig olefination reaction to give easy access to molecules with extended pi-systems.

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10

Dhumaskar, Kashinath L., Chinmay Bhat, and Santosh G. Tilve. "PDC-Mediated Tandem Oxidative–Wittig Olefination." Synthetic Communications 44, no. 10 (2014): 1501–6. http://dx.doi.org/10.1080/00397911.2013.862725.

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Dissertations / Theses on the topic "Wittig olefination"

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Strand, Daniel. "Methods for Asymmetric Olefination Reactions; Development and Application to Natural Product Synthesis." Doctoral thesis, Stockholm : Chemical Science and Engineering, KTH, 2006. http://urn.kb.se/resolve?urn=urn:nbn:se:kth:diva-4088.

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2

Mari, Frank. "Molecular modeling of the Wittig olefination reaction." 1991. https://scholarworks.umass.edu/dissertations/AAI9207433.

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The Wittig reaction has been investigated with the use of a molecular modeling approach utilizing empirical molecular mechanics calculations (MMX) and semiempirical molecular orbital methods (MNDO-PM3). The MNDO-PM3 method reproduces the geometric and thermodynamic parameters, previously calculated using a more elaborate ab initio molecular orbital approach, of the "mythical Wittig half-reaction". MNDO-PM3 calculations and subsequent analyses using bond orders and localized molecular orbitals indicates that the transition states of the mythical Wittig half-reaction and the Wittig half-reaction

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3

Davi, Michaël. "Développement d'une nouvelle méthodologie d'oléfination catalysée par les complexes de cuivre : applications dans des réactions en tandem." Thèse, 2008. http://hdl.handle.net/1866/6553.

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Book chapters on the topic "Wittig olefination"

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Ernst, Hansgeorg. "Wittig Olefination." In Carotenoids. Birkhäuser Basel, 1996. http://dx.doi.org/10.1007/978-3-0348-9323-7_6.

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2

Armstrong, Alan. "Non-phosphorus stabilized carbanions in alkene synthesis." In Preparation of Alkenes. Oxford University PressOxford, 1996. http://dx.doi.org/10.1093/oso/9780198557951.003.0003.

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Abstract Foremost amongst the methods available to the synthetic chemist for the preparation of alkenes is the reaction of carbanions a- to phosphorus with carbonyl compounds (the Wittig reaction and its variants; Chapter 2). The essential principles of the Wittig reaction-the stabilization of a carbanion by the phosphorus atom, reaction of this carbanion with a carbonyl compound, and subsequent elimination-can be extended to the use of anions stabilized by other, non-phosphorus heteroatoms (Scheme 3.1). This chapter will consider alkene formation involving carbanions stabilized by trialkylsil

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3

Collet, C., and P. Laszlo. "Kaolin Promoted Wittig Olefination and Aromatic Nitration." In Studies in Surface Science and Catalysis. Elsevier, 1991. http://dx.doi.org/10.1016/s0167-2991(08)61169-6.

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4

Asmus, Sven, Uwe BergsträßEr, Heinrich Heydt, Marion Schmitz, and Manfred Regitz. "Low-coordinated phosphorus compounds." In Organophosphorus Reagents. Oxford University PressOxford, 2004. http://dx.doi.org/10.1093/oso/9780198502623.003.0008.

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Abstract ‘Phosphorus in Organic Chemistry—from Discovery to Repudiation of the Double Bond Rule’ is the title of an article summarizing the history of this essential element. Phosphorus was first mentioned by the German alchemist Hennig Brand in 1669 and recognized as an element by Lavoisier; since the beginning of the 20th century much effort has been devoted to the development of the chemistry of tri-, tetra-, and pentacoordinated compounds(σx)with tri-, tetra-, and pentavalent phosphorus(λx)centres. Milestones reached around the middle of the century were undoubtedly the olefination reactio

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5

Schobert, Rainer. "Applications of the Wittig reaction in the synthesis of heterocyclic and carbocyclic compounds." In Organophosphorus Reagents. Oxford University PressOxford, 2004. http://dx.doi.org/10.1093/oso/9780198502623.003.0005.

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Abstract Since its discovery, the Wittig olefination reaction has been widely used in organic synthesis for the construction of olefinic double bonds from various types of carbonyl functionalities (aldehydes, ketones, esters, amides, etc.) and phosphorus ylides of different reactivity. Although the mechanism of this important C=C bond forming process is still under debate, insights into the principles governing its regio- and stereoselectivity are now sufficiently deep, to allow for it, to be harnessed reliably in retrosynthetic strategies. From the early days of ‘Wittig chemistry’, its possib

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6

Logothetis, Thomas A. "13.5. Synthesis of Allylic Esters by Reduction of Fructone Followed by Wittig Olefination." In Comprehensive Organic Chemistry Experiments for the Laboratory Classroom. The Royal Society of Chemistry, 2016. http://dx.doi.org/10.1039/9781849739634-00794.

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7

Merza, Fatima, Ahmed Taha, and Thies Thiemann. "Tandem-, Domino- and One-Pot Reactions Involving Wittig- and Horner-Wadsworth-Emmons Olefination." In Alkenes. InTech, 2018. http://dx.doi.org/10.5772/intechopen.70364.

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8

White, J. D., and S. C. Jeffrey,. "Synthesis of the Tricarbonyl Subunit C8-Cl9 of RapamycinB." In Exercises in Synthetic Organic Chemistry. Oxford University PressOxford, 1997. http://dx.doi.org/10.1093/oso/9780198559443.003.0051.

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Abstract Discussion Points Explain the selectivity observed in the Wittig olefination step j and suggest a reason why it was necessary to protect the hydroxyl group in 8. What is the purpose of boron trifluoride etherate in step p? Explain the use of cerium trichloride in step s? Give a mechanism for the Chan rearrangement b’? What intermediate is presumably formed in the m-CPBA induced rearrangement of step c’? Further Reading For studies on 1,2-anionic rearrangements in the gas phase, see: P. C. H. Eichinger, R. N. Hayes and J. H. Bowie, J. Am. Chem. Soc.,1991, 113,1949. For a review on the

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Griffith, Allison K., and Tristan H. Lambert. "Alkenes." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0027.

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The α-C–H functionalization of piperidine catalyzed by tantalum complex 1 to produce amine 2 was developed (Org. Lett. 2013, 15, 2182) by Laurel L. Schafer at the University of British Columbia. An asymmetric diamination of diene 3 with diaziridine reagent 4 under palladium catalysis to furnish cyclic sulfamide 5 was developed (Org. Lett. 2013, 15, 796) by Yian Shi at Colorado State University. Enantioenriched β-fluoropiperdine 8 was prepared (Angew. Chem. Int. Ed. 2013, 52, 2469) via aminofluorocyclization of 6 with hypervalent iodide 7, as reported by Cristina Nevado at the University of

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10

Taber, Douglass F. "The Carreira Synthesis of Indoxamycin B." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0094.

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Some members of the indoxamycin family show potent antineoplastic activity. The key cyclopentene-forming step in the route to indoxamycin B 3 devised (Angew. Chem. Int. Ed. 2012, 51, 3474) by Erick M. Carreira of ETH Zürich was the Pd-catalyzed cyclization of 1 to 2. The starting material for the preparation of 1 was the symmetrical methyl benzoate 4. Dissolving metal reduction followed by alkylation of the resulting ester enolate delivered the diene 5. Reduction and protection followed by allylic oxidation converted 5 into 6, which was carried onto 8 as a mixture of geometric isomers. The dis

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Conference papers on the topic "Wittig olefination"

1

Poulose, Vijo, Salama Almheiri, Noura Alwahedi, et al. "Aryl Itaconic Acids from Aryl Aldehydes and (Triphenylphosphoranylidene)succinic Anhydride via a One-Pot Ring-Opening–Wittig Olefination–Hydrolysis Reaction." In ECSOC 2024. MDPI, 2024. https://doi.org/10.3390/ecsoc-28-20117.

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