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Author : Fedor Zhurkin
Publisher :
Page : pages
File Size : 22,67 MB
Release : 2017
Category :
ISBN :
Mots-clés de l'auteur: alkene synthesis ; addition to alkynes ; stereoselective ; anti-carbozincation ; allylic alkenylation ; regioselective ; iron-sulfur clusters ; carbon dioxide ; iron(I) ; hydrogen bond.
Author : Jianbo Wang
Publisher : Springer
Page : 283 pages
File Size : 12,67 MB
Release : 2012-08-13
Category : Science
ISBN : 364231824X
Stereoselective Synthesis of Tetrasubstituted Alkenes via Torquoselectivity-Controlled Olefination of Carbonyl Compounds with Ynolates, by Mitsuru Shindo and Kenji Matsumoto.- Stereoselective Synthesis of Z-Alkenes, by Woon-Yew Siau, Yao Zhang and Yu Zhao.- Stereoselective Synthesis of Mono-fluoroalkenes, by Shoji Hara.- Recent Advances in Stereoselective Synthesis of 1,3-Dienes, by Michael De Paolis, Isabelle Chataigner and Jacques Maddaluno.- Selective Olefination of Carbonyl Compounds via Metal-Catalyzed Carbene Transfer from Diazo Reagents, by Yang Hu and X. Peter Zhang.- Selective Alkene Metathesis in the Total Synthesis of Complex Natural Product, by Xiaoguang Lei and Houhua Li.- Olefination Reactions of Phosphorus-Stabilized Carbon Nucleophiles, by Yonghong Gu and Shi-Kai Tian.- Alkene Synthesis Through Transition Metal-Catalyzed Cross-Coupling of N-Tosylhydrazones, by Yan Zhang and Jianbo Wang.
Author : Bernd Plietker
Publisher : John Wiley & Sons
Page : 295 pages
File Size : 46,55 MB
Release : 2008-09-08
Category : Science
ISBN : 3527623280
This first comprehensive book to cover this exciting field also deals with the biological aspects, such as enzymes with iron. Following an introduction, this handy reference and handbook goes on to deal with reductions, oxidations of C, H- and C=C bonds, oxidative allylic oxygenation and amination, the oxidation of heteroatoms, cross coupling reactions, aromatic and nucleophilic substitutions, addition to carbonyl compounds, and cyclisations as well as ring opening reactions. The chapters are clearly classified according to the reaction type, allowing readers to quickly locate the desired information.
Author : Erick M. Carreira
Publisher : John Wiley & Sons
Page : 664 pages
File Size : 10,46 MB
Release : 2009-02-09
Category : Science
ISBN : 9783527324521
Die wichtigsten und nützlichsten Methoden der modernen stereoselektiven Synthese sind in diesem Band zusammengefasst. Viele anschauliche Beispiele für die Darstellung von Wirkstoffen und Naturstoffen regen zur gezielten Abwandlung und Integration in eigene Synthesewege an. Dabei geht es den Autoren weniger darum, das Gebiet in seiner Gesamtheit darzustellen; vielmehr versuchen sie, die wirklich grundlegenden Ansätze auszuwählen, die jeder organische Synthesechemiker kennen und anwenden sollte.
Author : M.M. Taqui Khan
Publisher : Elsevier
Page : 208 pages
File Size : 36,84 MB
Release : 2012-12-02
Category : Science
ISBN : 0323160166
Homogeneous Catalysis by Metal Complexes, Volume II: Activation of Alkenes and Alkynes reviews and systematizes the chemistry of metal ion activation of alkenes and alkynes. The book presents the migration of ? bonds; the oxo reaction; and the hydrosilation of alkenes and alkynes. The text also covers topics on the oxidation of alkenes and alkynes, as well as the multiple insertion reactions of alkenes and alkynes.
Author : Bernd Plietker
Publisher : Springer Science & Business Media
Page : 227 pages
File Size : 26,28 MB
Release : 2011-01-05
Category : Science
ISBN : 3642146694
Juan I. Padrón and Víctor S. Martín: Catalysis by means of Fe-based Lewis acids; Hiroshi Nakazawa*, Masumi Itazaki: Fe–H Complexes in Catalysis; Kristin Schröder, Kathrin Junge, Bianca Bitterlich, and Matthias Beller: Fe-catalyzed Oxidation Reactions of Olefins, Alkanes and Alcohols: Involvement of Oxo- and Peroxo Complexes; Chi-Ming Che, Cong-Ying Zhou, Ella Lai-Ming Wong: Catalysis by Fe=X Complexes (X=NR, CR2); René Peters, Daniel F. Fischer and Sascha Jautze: Ferrocene and Half Sandwich Complexes as Catalysts with Iron Participation; Markus Jegelka, Bernd Plietker: Catalysis by Means of Complex Ferrates.
Author : M.M. Taqui Khan
Publisher : Academic Press
Page : 216 pages
File Size : 35,45 MB
Release : 1974-01-28
Category : Science
ISBN :
Band 2.
Author : Wing-Kei Chan
Publisher : Open Dissertation Press
Page : pages
File Size : 25,67 MB
Release : 2017-01-27
Category :
ISBN : 9781361426296
This dissertation, "Oxidation of Alkenes and Alkynes Catalyzed by a Cyclodextrin-modified Ketoester and Metalloporphyrins" by Wing-kei, Chan, 陳永基, was obtained from The University of Hong Kong (Pokfulam, Hong Kong) and is being sold pursuant to Creative Commons: Attribution 3.0 Hong Kong License. The content of this dissertation has not been altered in any way. We have altered the formatting in order to facilitate the ease of printing and reading of the dissertation. All rights not granted by the above license are retained by the author. Abstract: Abstract of thesis entitled OXIDATION OF ALKENES AND ALKYNES CATALYZED BY A CYCLODEXTRIN-MODIFIED KETOESTER AND METALLOPORPHYRINS Submitted by Chan Wing Kei for the degree of Doctor of Philosophy at The University of Hong Kong in December 2005 Selective oxidation of alkenes and alkynes has been achieved using two classes of catalysts. The first one is cyclodextrin-modified ketoester (1b), which is an organocatalyst prepared by covalent attachment of a reactive ketone moiety to β-cyclodextrin. Treatment of 1b with Oxone as a terminal oxidant in situ generates a cyclodextrin dioxirane, which is able to effect stereoselective alkene epoxidation via inclusion complex formation in aqueous medium. The 1b-catalyzed (S)-α-terpineol epoxidations gave terpineol oxides in high yields, and the stereoselectivities (i.e., cis-: trans-epoxide ratio) decreased from 2.5: 1 to 1: 1.2 with increasing steric bulkiness of the terpenes. This steric-dependent stereoselectivity can be understood on the basis of different binding geometries of the 1b / terpene inclusion complexes according to H NMR titration and 2D ROESY experiments. Enantioselective epoxidation of styrenes has also been achieved with 1b as catalyst (20 - 50 mol%), and up to 40% ee was obtained. The second class of catalysts is metalloporphyrins. Highly diastereoselective epoxidations of allylic substituted alkenes including allylic alcohols, esters, and amines have been achieved using sterically bulky [Mn(2,6-ClTPP)Cl] and [Ru(2,6-Cl TPP)CO] [2,6-Cl TPP = meso-tetrakis(2,6-dichlorophenyl)porphyrin] as 2 2 catalysts. For cycloalkenes, trans-epoxides could be obtained in good yields (up to 99%) with up to >99: 1 trans-selectivity. For acyclic alkenes, up to 9: 1 erythro-selectivities for terminal allylic alkenes were achieved. It should be noted that such trans- and erythro-selectivities are the highest ones ever achieved in the literature. The synthetic utilities of this epoxidation method has been highlighted in stereoselective synthesis of key synthetic intermediates of anti-HIV drugs. Using [Mn(2,6-Cl TPP)Cl] as catalyst and Oxone as an oxidant, highly efficient and selective epoxidation reactions of steroids in high yields (up to 99%) with up to 30: 1 β-selectivity (TON up to 830) was achieved. The first example of catalytic epoxidation of flavones (92% isolated yield) (TON up to 620) has been attained using [Mn(F -TPP)Cl] [F -TPP = tetrakis(pentafluorophenyl)porphyrin] as catalyst. 20 20 The manganese porphyrin-catalyzed epoxidation method has been applied to stereoselective synthesis of β-acetylenosaccharides. A novel method for oxidative synthesis of amides from coupling of alkynes and amines using [Mn(2,6-Cl TPP)Cl] catalyst has been developed. A series of amides has been obtained in high yields (up to 96%) in aqueous medium. This method has been successfully applied to site-selective modification of peptides, which was characterized by MALDI-TOF and LC-MS/MS mass spectrometric analysis. DOI: 10.5353/th_b3670959 Subjects: Alkenes - Oxidation Alkynes - Oxidation Catalysis Porphyrins Esters
Author : Marian Mikolajczyk
Publisher : CRC Press
Page : 294 pages
File Size : 33,48 MB
Release : 1997-06-09
Category : Science
ISBN : 9780849391200
Over the last three decades, more than 40 different classes of chiral (mirror-image) sulfur compounds have been described, and a number of useful procedures and applications have been developed for their use. Emphasizing modern methodologies, Chiral Sulfur Reagents demonstrates the great potential of enantionmerically pure sulfur reagents in transmitting chirality to other centers. Each chapter highlights the synthesis and synthetic uses of a particular class of chiral sulfur reagent, followed by examples of the most important experimental procedures.
Author : Xiaolin Qian
Publisher :
Page : 0 pages
File Size : 37,24 MB
Release : 2023
Category :
ISBN :
Alkenes can undergo a variety of chemical reactions to form more complex molecules with a range of functional groups. This makes them useful starting materials for synthesizing a wide range of organic compounds. Chapter I provided an overview of the development history of alkenyl C8́2H bond activation. The early reactions of C8́2H compounds with metal complexes, as well as stoichiometric activation of the transition metal-activated C-H bond, were discussed. Then the first successful and efficient organometallic-catalyzed transformations of a C8́2H bond, the first transition metal-catalyzed vinylic C-H functionalization, and the first transition metal-catalyzed olefinic C-H functionalization under mild conditions were demonstrated. Finally, enantioselective vinylic C-H functionalization was discussed. In Chapter II, a method for enantioselective vinylic C(sp2)8́2H bond activation using a Ru(II) catalyst and a chiral transient directing group was developed. Chiral amine was also utilized to control the Z/E stereoselectivity. The method demonstrated a broad substrate scope with good yield, high Z/E ratio stereoselectivity, and excellent enantioselectivity. Its synthetic utility was demonstrated by the synthesis of key structural motifs of particularly useful natural products and pharmaceutical compounds. Additionally, a rare vinylic C8́2H bond activated ruthenic complex was isolated and determined by single-crystal X-ray diffraction. The methodology suggested in this work is expected to facilitate the further development of asymmetric vinylic C8́2H functionalization reactions. In Chapter III, a practical and efficient methodology for Ru(II)-catalyzed enantioselective alkenyl C-H bond functionalization of indole-substituted acrylaldehyde derivatives via the chiral transient directing group (CTDG) strategy to obtain optically active pyrrolo[1,2-a]indole derivatives was suggested. The methodology resulted in a series of optically active products with good yields (up to 80%), good stereoselectivity (up to 25.0:1 Z/E), and excellent enantioselectivity (up to 95% ee). Furthermore, synthetic transformations were explored. Chapter IV presented the first demonstration of a sequentially composed catalytic substitution reaction of alkenes for building multi-amido methylated derivatives while reserving the Ï0- components. The process involved a simple Fe (III)-catalyst and bisamidomethane reagent, which directly and selectively transformed Îł-substituted styrenes into several biologically and pharmaceutically relevant N-heterocycles through tandem processes.