Download or read book Synthesis of Substituted Oxabenzonorbornadienes and Their Reactions written by Jamie Haner and published by . This book was released on 2011 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Synthesis and Ring Opening Reactions of Oxabenzonorbornadiene Derivatives written by Rebecca Boutin and published by . This book was released on 2017 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Nucleophilic ring opening of oxabenzonorbornadiene (OBD) has been used in natural product synthesis as it enables precise creation of multiple stereocenters in a single step. The work presented in this thesis investigates how modifications to the OBD framework influences the regio- and stereochemistry of the products. The scope of the nickel catalyzed arylation of OBD was broadened by including C1-substituted substrates. Different 1,2-dihydronaphthol or naphthalene regioisomers could be obtained by varying the substituents' electronic properties. The latter chapters focus on the ring opening chemistry of OBD derivatives. Intramolecular ring opening of OBD was explored through the synthesis of OBDs with C1-tethered nucleophiles. Subsequent ring opening of these compounds yielded tricyclic and tetracyclic products. Finally, the scope of the palladium catalyzed Type 2 ring opening and the acid catalyzed Type 3 ring opening of the OBD derivative, cyclopropanated oxabenzonorbornadiene (CPOBD), was expanded to include substituted CPOBD substrates.
Download or read book From Commonly Misunderstood Organic Reactions to the Ring opening of C 1 Substituted Oxabenzonorbornadienes written by University of Guelph. Dept. of Chemistry and Biochemistry and published by . This book was released on 2009 with total page 119 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Synthesis and Reactivity of Donor Acceptor Substituted Aminocyclopropanes and Aminocyclobutanes written by Florian de Nanteuil and published by Springer. This book was released on 2016-08-23 with total page 315 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis presents a general approach to accessing nitrogen-substituted hetero- and carbocycles. In short, the annulation reactions developed in the thesis make it possible to access nitrogen-substituted four-, five- and six-membered rings, all essential building blocks for the synthesis of bioactive molecules. Many natural products display a saturated polycyclic core allowing a well-defined arrangement of functional groups in space. As such, they can interact with biological targets with a high degree of affinity and selectivity, surpassing many synthetic drugs. Nevertheless, the efficient synthesis of such complex ring systems poses a challenge for organic chemistry. Through careful tuning of the electronic properties of a nitrogen donor group and a diester acceptor group, the first [3+2] annulation reaction between aminocyclopropanes and enol ethers or carbonyl compounds is now possible. The reaction proceeded under mild catalytic conditions, and the building blocks obtained can be found at the core of bioactive alkaloids, drugs such as Ramipril and biomolecules such as DNA and RNA. Thanks to the dynamic kinetic asymmetric annulation of aminocyclopropanes with enol ethers and aldehydes, access to enantioenriched compounds is also now possible. Lastly, a synthesis of donor-acceptor aminocyclobutanes via [2+2] cycloaddition using a cheap iron catalyst was developed, allowing them to be used in [4+2] annulations to access cyclohexylamines.
Download or read book Synthesis and Reactions of Substituted 1 4 benzonquinones written by and published by . This book was released on 1984 with total page 151 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis written by Uli Kazmaier and published by Springer Science & Business Media. This book was released on 2011-10-29 with total page 354 pages. Available in PDF, EPUB and Kindle. Book excerpt: Giovanni Poli, Guillaume Prestat, Frédéric Liron, Claire Kammerer-Pentier: Selectivity in Palladium Catalyzed Allylic Substitution.- Jonatan Kleimark and Per-Ola Norrby: Computational Insights into Palladium-mediated Allylic Substitution Reactions.- Ludovic Milhau, Patrick J. Guiry: Palladium-catalyzed enantioselective allylic substitution.- Wen-Bo Liu, Ji-Bao Xia, Shu-Li You: Iridium-Catalyzed Asymmetric Allylic Substitutions.- Christina Moberg: Molybdenum- and Tungsten-Catalyzed Enantioselective Allylic Substitutions.- Jean-Baptiste Langlois, Alexandre Alexakis: Copper-catalyzed enantioselective allylic substitution.- Jeanne-Marie Begouin, Johannes E. M. N. Klein, Daniel Weickmann, B. Plietker: Allylic Substitutions Catalyzed by Miscellaneous Metals.- Barry M. Trost, Matthew L. Crawley: Enantioselective Allylic Substitutions in Natural Product Synthesis.
Download or read book Synthesis and Reactions of Functionally Substituted B peroxypropiolactones written by Harold L. Wilson and published by . This book was released on 1975 with total page 208 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Investigation on Novel Reactions of Oxabenzonorbornadienes and Cyclopropanated Oxabenzonorbornadienes written by Angel Ho and published by . This book was released on 2020 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: The present work demonstrates the first examples of carboxylic acid-tethered cyclopropanated oxabenzonorbornadienes (CPOBDs) to undergo ring-opening reactions in mild acidic conditions. Two regioisomers are formed but the reactions are highly regioselective towards type 3 ring-opened products. It was observed that substitution at the C-5 and aryl positions of CPOBD significantly hinders the ring-opening reactions leading to poor yields of ring-opened product, although high regioselectivity for the type 3 ring-opened product is still maintained. The second part of this thesis outlines a study on the regio- and stereo-chemistry of the iridium-catalyzed hydroacylation of C1-substituted OBDs with salicylaldehyde. The scope of the reaction was expanded to include various electron-donating, electron-withdrawing and bulky substituents to investigate the electronic and steric effects of the C1- substituent on the hydroacylation reaction. It was observed that the addition occurred exclusively at the less hindered, C3 position to give the corresponding adducts.
Download or read book Synthesis of Substituted 1 Thiocyanatobutadienes and Their Application in a i Diels Alder i 3 3 Sigmatropic Rearrangement Tandem Reaction written by and published by . This book was released on with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Advances in Organic Synthesis written by Atta-ur-Rahman and published by Bentham Science Publishers. This book was released on 2013-03-27 with total page 513 pages. Available in PDF, EPUB and Kindle. Book excerpt: Advances in Organic Synthesis is a book series devoted to the latest advances in synthetic approaches towards challenging structures. It presents comprehensive articles written by eminent authorities on different synthetic approaches to selected target molecules and new methods developed to achieve specific synthetic transformations. Contributions are written by eminent scientists and each volume is edited by an authority in the field. Advances in Organic Synthesis is essential for all organic chemists in the academia and industry who wish to keep abreast of rapid and important developments in the field.
Download or read book Synthesis and Transformation of 5 benzeneselenenyl and Sulphenyl Substituted 2 oxazolines written by Margaret O'Sullivan and published by . This book was released on 1997 with total page 308 pages. Available in PDF, EPUB and Kindle. Book excerpt: 2-oxazolines are extremely versatile substrates in organic synthesis and their synthesis, chemistry and uses have been well documented. The aim of this study is to investigate the synthesis and transformations of 5-benzeneselenenyl and -sulphenyl-substituted 2-oxazolines. Chapter one reviews various aspects of the synthesis and chemistry of 2-oxazolines in general. Reaction of N-allylic amides with selenenyl and sulphenyl halides and the subsequent Lewis-Acid catalysed cyclisation into 2-oxazolines is shown to be an effective and generally high-yielding route for the preparation of a variety of oxazolines differing in their substitution pattern. Structural proof for the oxazoline moiety was obtained in some cases by deselenation experiments and in general by spectroscopic methods. A competing oxazoline-oxazine forming process was observed and the effect of the sulphur and selenium electrophiles and Lewis Acid noted. Cyclisation of a cyclohexene derived allylic amide also produced a novel bicyclic, oxazine product. The synthetic utility of 5-benzeneselenenyl and sulpheny substituted oxazolines is demonstrated through the oxidation, reduction and rhydrolysis reactions of these systems in particular. Synthesis of various sulpoxide/sulphone systems, b-aminoalcohols b-hydroxyamides was achieved from the 2-oxazolines prepared in this study. Selective oxidation of the b-hydroxyamides at sulphur or at the alcohol group was also studied. The introduction of further functionality a-acetoxysulphide derived oxazoline was achieved, and this substrate was successfully subjected to a substitution reaction with allyltrimethylisilane in the presence of SnC14. Various novel reactions of the sulphone and sulphoxide derivatives: reductive ring opening with LiA1H4, reaction with n-butyllithium and a sequential Pummerer-phenylthio group migration oxazoline ring opening process, were also observed.
Download or read book Synthesis and Reactions of Substituted Butadiene Tricarbonyliron Complexes written by William Lake Bell and published by . This book was released on 1980 with total page 368 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Download or read book Inter and Intramolecular Ring Opening Reactions of Oxabicyclic Substrates written by Christopher Wicks and published by . This book was released on 2019 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Oxabenzonorbornadiene (OBD) and derivatives thereof have become key substrates of interest within synthetic organic chemistry and natural product synthesis as they enable the formation of multiple stereocenters in a single transformation. The present work expands on previous studies to investigate various intramolecular transformations, and regiochemical implications regarding ring-opening reactions of asymmetric oxabicyclic alkenes. Acid-catalyzed intramolecular ring-opening reactions of cyclopropanated oxabenzonorbornadiene (CPOBD) derivatives were investigated to afford novel medium-sized ring systems in moderate to good yields and good to excellent regioselectivity. Similarly, a Ni catalyzed intramolecular ring-opening reaction of alkyl halide tethered OBD compounds was optimized, thus generating a naphthalene derivative in excellent yields. Lastly, iridium-catalyzed ring-opening reactions of unsymmetrical C1-substituted OBD derivatives is presented using alcohols and water as nucleophiles which allows for the selective synthesis of previously inaccessible substrates.
Download or read book Organic Reaction Mechanisms 2016 written by A. C. Knipe and published by John Wiley & Sons. This book was released on 2020-04-06 with total page 886 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organic Reaction Mechanisms 2016, the 52nd annual volume in this highly successful and unique series, surveys research on organic reaction mechanisms described in the available literature dated 2016. The following classes of organic reaction mechanisms are comprehensively reviewed: Reaction of Aldehydes and Ketones and their Derivatives Reactions of Carboxylic, Phosphoric, and Sulfonic Acids and their Derivatives Oxidation and Reduction Carbenes and Nitrenes Nucleophilic Aromatic Substitution Electrophilic Aromatic Substitution Carbocations Nucleophilic Aliphatic Substitution Carbanions and Electrophilic Aliphatic Substitution Elimination Reactions Polar Addition Reactions Cycloaddition Reactions Molecular Rearrangements
Download or read book Organic Reaction Mechanisms 2014 written by A. C. Knipe and published by John Wiley & Sons. This book was released on 2018-04-10 with total page 1023 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organic Reaction Mechanisms 2014, the 50th annual volume in this highly successful and unique series, surveys research on organic reaction mechanisms described in the available literature dated 2014. The following classes of organic reaction mechanisms are comprehensively reviewed: Reaction of Aldehydes and Ketones and their Derivatives Reactions of Carboxylic, Phosphoric, and Sulfonic Acids and their Derivatives Oxidation and Reduction Carbenes and Nitrenes Nucleophilic Aromatic Substitution Electrophilic Aromatic Substitution Carbocations Nucleophilic Aliphatic Substitution Carbanions and Electrophilic Aliphatic Substitution Elimination Reactions Polar Addition Reactions Cycloaddition Reactions Molecular Rearrangements An experienced team of authors compile these reviews every year, so that the reader can rely on a continuing quality of selection and presentation. This volume includes a 5-year cumulative index.
Download or read book Artificial Metalloenzymes and MetalloDNAzymes in Catalysis written by Montserrat Diéguez and published by John Wiley & Sons. This book was released on 2018-02-21 with total page 431 pages. Available in PDF, EPUB and Kindle. Book excerpt: An important reference for researchers in the field of metal-enzyme hybrid catalysis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a comprehensive review of the most current strategies, developed over recent decades, for the design, synthesis, and optimization of these hybrid catalysts as well as material about their application. The contributors—noted experts in the field—present information on the preparation, characterization, and optimization of artificial metalloenzymes in a timely and authoritative manner. The authors present a thorough examination of this interesting new platform for catalysis that combines the excellent selective recognition/binding properties of enzymes with transition metal catalysts. The text includes information on the various applications of metal-enzyme hybrid catalysts for novel reactions, offers insights into the latest advances in the field, and contains an informative perspective on the future: Explores the development of artificial metalloenzymes, the modern and strongly evolving research field on the verge of industrial application Contains a comprehensive reference to the research area of metal-enzyme hybrid catalysis that has experienced tremendous growth in recent years Includes contributions from leading researchers in the field Shows how this new catalysis combines the selective recognition/binding properties of enzymes with transition metal catalysts Written for catalytic chemists, bioinorganic chemists, biochemists, and organic chemists, Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a unique reference to the fundamentals, concepts, applications, and the most recent developments for more efficient and sustainable synthesis.
Download or read book Advances in Heterocyclic Chemistry written by Alan R. Katritzky and published by Academic Press. This book was released on 2011-02-17 with total page 313 pages. Available in PDF, EPUB and Kindle. Book excerpt: Established in 1960, Advances in Heterocyclic Chemistry is the definitive serial in the area—one of great importance to organic chemists, polymer chemists, and many biological scientists. Written by established authorities in the field, the comprehensive reviews combine descriptive chemistry and mechanistic insight and yield an understanding of how the chemistry drives the properties. Provides up-to-date material on a fast-growing and highly topical subject area Contains the latest research covering a wide variety of heterocyclic topics Written by leading authorities and designed as a handbook for students and industry and academic researchers
