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Cycloaddition Reactions Of Nitroalkenes


Cycloaddition Reactions Of Nitroalkenes
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Cycloaddition Reactions Of Nitroalkenes


Cycloaddition Reactions Of Nitroalkenes
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Author : S. Ghose
language : en
Publisher:
Release Date : 1988

Cycloaddition Reactions Of Nitroalkenes written by S. Ghose and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1988 with categories.




Methods And Applications Of Cycloaddition Reactions In Organic Syntheses


Methods And Applications Of Cycloaddition Reactions In Organic Syntheses
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Author : Nagatoshi Nishiwaki
language : en
Publisher: John Wiley & Sons
Release Date : 2013-12-17

Methods And Applications Of Cycloaddition Reactions In Organic Syntheses written by Nagatoshi Nishiwaki and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2013-12-17 with Science categories.


Advanced tools for developing new functional materials and applications in chemical research, pharmaceuticals, and materials science Cycloadditions are among the most useful tools for organic chemists, enabling them to build carbocyclic and heterocyclic structures. These structures can then be used to develop a broad range of functional materials, including pharmaceuticals, agrochemicals, dyes, and optics. With contributions from an international team of leading experts and pioneers in cycloaddition chemistry, this book brings together and reviews recent advances, trends, and emerging research in the field. Methods and Applications of Cycloaddition Reactions in Organic Syntheses focuses on two component cycloadditions, with chapters covering such topics as: N1 unit transfer reaction to C–C double bonds [3+2] Cycloaddition of α, β-unsaturated metal-carbene complexes Formal [3+3] cycloaddition approach to natural product synthesis Development of new methods for the construction of heterocycles based on cycloaddition reaction of 1,3-dipoles Cycloreversion approach for preparation of large π-conjugated compounds Transition metal-catalyzed or mediated [5+1] cycloadditions Readers will learn methods for seamlessly executing important reactions such as Diels-Alder and stereoselective dipolar reactions in order to fabricate heterocyclic compounds, natural products, and functional molecules. The book not only features cutting-edge topics, but also important background information, such as the contributors’ process for developing new methodologies, to help novices become fully adept in the field. References at the end of each chapter lead to original research papers and reviews for facilitating further investigation of individual topics. Covering the state of the science and technology, Methods and Applications of Cycloaddition Reactions in Organic Syntheses enables synthetic organic chemists to advance their research and develop new functional materials and applications in chemical research, pharmaceuticals, and materials science.



Inter And Intramolecular 4 2 Cycloaddition Reactions And Tandem Inter And Intramolecular 4 2 Intramolecular 3 2 Cycloaddition Reactions Of Nitroalkenes


Inter And Intramolecular 4 2 Cycloaddition Reactions And Tandem Inter And Intramolecular 4 2 Intramolecular 3 2 Cycloaddition Reactions Of Nitroalkenes
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Author : Young Choon Moon
language : en
Publisher:
Release Date : 1991

Inter And Intramolecular 4 2 Cycloaddition Reactions And Tandem Inter And Intramolecular 4 2 Intramolecular 3 2 Cycloaddition Reactions Of Nitroalkenes written by Young Choon Moon and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1991 with categories.


Both inter- and intramolecular cycloadditions of nitroalkenes with Lewis acid catalysis were investigated. The intramolecular cycloadditions of nitroalkenes were found to be completely stereoselective for trisubstituted nitroalkenes. Intermolecular cycloadditions of aromatic nitroalkenes were found to proceed with extremely high selectivity. It was found that E-nitroalkenes can be prepared from aldehydes using acetylation/dehydroacetylation method. To evaluate the nitroalkene-olefin cycloadditions, many different types of olefins (mono-, di-, tri-, and tetra-substituted) were synthesized and cyclized. Regardless of the olefin geometries and substituents, all of the nitroalkene-olefin cycloadditions are completely stereoselective. The stereochemical course of cycloaddition of $gamma$-substituted nitroalkenes is controlled by the allylic substituents and olefin geometries. Cyclization with the cis-olefin cyclized faster than with the trans-olefin (20 $>$ 1 selectivity). In the case of trisubstituted olefins, the cycloaddition occurred under thermal conditions (167$spcirc$C) as well as in the presence of tin tetrachloride. The nitroalkene-olefin cycloadditions are believed to have a very similar transition-state as the Diels-Alder cycloaddition reaction. The feasibility of performing subsequent (3+2) -dipolar cycloadditions with the nitronate products has been investigated. The two cycloadditions are electronically complementary which allows for the evaluation of tandem intramolecular cycloadditions. The nitronates reacted intramolecularly with tethered to $alpha$,$beta$-unsaturated nitrile or ester dipolarophiles to produce tricyclic nitroso acetals with high stereoselectivity. Intramolecular (3+2) cycloadditions with a Z-dipolarophile produced a single cycloadduct via an exo-transition state from the $alpha$-face. The dipolarophile geometry was preserved in the cycloadduct. Therefore, the 1,3-dipolar cycloaddition was stereospecific. A tandem (4+2) / (3+2) cycloaddition of nitroalkenes was performed with a vinyl ether. Again nitroso acetals were produced stereoselectively in high yield.



The Nitro Group In Organic Synthesis


The Nitro Group In Organic Synthesis
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Author : Noboru Ono
language : en
Publisher: John Wiley & Sons
Release Date : 2003-05-08

The Nitro Group In Organic Synthesis written by Noboru Ono and has been published by John Wiley & Sons this book supported file pdf, txt, epub, kindle and other format this book has been release on 2003-05-08 with Science categories.


The most useful reactions of organonitro compounds in organic synthesis Compounds containing nitro groups are useful intermediates for the synthesis of natural products and other complex organic molecules. The Nitro Group in Organic Synthesis focuses on reactions that proceed under mild conditions, important functional groups that can be synthesized by conversion of nitro groups, and the stereoselectivity of reactions of nitro compounds. These issues are of great importance to practicing researchers in today's pharmaceutical, agrochemical, and fine chemical industries. The Nitro Group in Organic Synthesis also emphasizes environmentally-friendly methods for nitration, the importance of aliphatic nitro compounds, and modern preparation of nitro compounds. Other topics discussed include: * Henry reaction * Asymmetric Michael addition * Alkylation, acylation, halogenation, and related reactions of RNO2 * Substitution and elimination of NO2 and RNO2 The Nitro Group in Organic Synthesis is a useful resource for researchers and students in organic and medicinal chemistry.



Nitroalkenes


Nitroalkenes
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Author : V. V. Perekalin
language : en
Publisher:
Release Date : 1994-08-16

Nitroalkenes written by V. V. Perekalin and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1994-08-16 with Science categories.


Nitroalkenes reveals the great significance to theoretical and synthetic chemistry of this class of compounds. Over recent years the applications of nitroalkenes have expanded rapidly from established areas, such as rocket propulsion and explosives, into biotechnology, perhaps the science of the 1990s. The high reactivity of nitroalkenes makes them particularly suitable for the synthesis of biologically active compounds such as alkaloids, antibiotics, prostaglandins and biocides, etc. Nitroalkenes is a unique and up-to-date analysis written for all chemists working in organic synthesis and chemical technology. The fascinating versatility of these compounds makes this book particularly relevant to researchers in the pharmaceutical, aerospace and explosives industries.



Catalytic Asymmetric Reactions Of Conjugated Nitroalkenes


Catalytic Asymmetric Reactions Of Conjugated Nitroalkenes
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Author : Irishi N.N. Namboothiri
language : en
Publisher: CRC Press
Release Date : 2020-08-13

Catalytic Asymmetric Reactions Of Conjugated Nitroalkenes written by Irishi N.N. Namboothiri and has been published by CRC Press this book supported file pdf, txt, epub, kindle and other format this book has been release on 2020-08-13 with Science categories.


Nitroalkenes have often been referred to as "synthetic chameleons" owing to their reactivity, synthetic utility and biological significance. In the last two decades, the reactivity of nitroalkenes as substrates in diverse catalytic asymmetric transformations has been of tremendous interest on account of the powerful abilities of the nitro group to coordinate and withdraw electrons, as well as its amenability to undergo a wide variety of synthetic transformations. Although numerous original articles and reviews have appeared in the literature, a monograph providing a comprehensive coverage of this topic was conspicuous by its absence. This book features: A systematic, up-to-date, in-depth and well-organized compilation, spread over 12 chapters, of various catalytic asymmetric reactions of nitroalkenes with diverse substrates reported to date A wide coverage of reactions such as Michael additions, Friedel–Crafts reactions, cycloadditions, asymmetric reductions, multicomponent and cascade reactions, as well as other miscellaneous reactions Various chiral organo, metal and even biocatalysts involved in the stereoselective synthesis of multifunctional adducts via catalytic asymmetric reactions of nitroalkenes Schemes and figures detailing all the reagents, reaction conditions and product profiles Mechanistic details, including transition state models, which will be useful for effective catalytic design This book will be an invaluable resource for those who are working in the area of asymmetric catalysis and synthetic methodologies.



Palladium Catalyzed Asymmetric Trimethylenemethane Cycloaddition


Palladium Catalyzed Asymmetric Trimethylenemethane Cycloaddition
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Author : Dustin Anthony Bringley
language : en
Publisher:
Release Date : 2012

Palladium Catalyzed Asymmetric Trimethylenemethane Cycloaddition written by Dustin Anthony Bringley and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 2012 with categories.


Cycloadditions are among the most powerful reactions in organic chemistry due to their ability to rapidly build molecular complexity from simple, readily available precursors. In 1979, the Trost group described a novel method for the synthesis of cyclopentane rings by the in situ generation and subsequent [3+2] dipolar cycloaddition of palladium-bound trimethylenemethane (TMM). The method has proven to be a powerful approach for the synthesis of five-membered rings, including tetrahydrofurans and pyrrolidines, as well as larger rings sizes via [4+3] and [6+3] cycloaddition. In 2006, the Trost group demonstrated for the first time a general asymmetric protocol by employing phosphoramidites bearing cyclic amines as the chiral ligands. Using these ligands, highly enantioselective cycloadditions with electron-deficient olefins and imines were described. Herein, we describe the successful extension of the asymmetric methodology to include reactions with carbonyl groups and nitroalkenes, allowing for the synthesis of tetrahydrofurans and nitrocyclopentanes, respectively, with good to excellent enantioselectivity. For reactions with carbonyl groups, the development of novel C1-symmetric phosphoramidites was critical, and the optimized ligand was derived from a BINOL bearing a fused furan. The evolution of the ligand design will be discussed, beginning with the initial discovery that phosphoramidites with mono-substituted BINOL derivatives gave improved selectivity. In addition, since these phosphoramidites are chiral at phosphorus, the impact of this chirality on the TMM reaction is explored. The use of the optimized ligand allowed for reactions with both aromatic aldehydes and ketones. In addition, the asymmetric conditions did not require a Lewis acid co-catalyst, in contrast to the achiral ligands that had been previously investigated. For reactions with nitroalkenes, both [beta]-substituted and [beta], [beta]-disubstituted nitroalkenes could be employed as acceptors, where the use of the latter allowed for the synthesis of nitrocyclopentanes bearing a quaternary stereocenter. The nitrocyclopentane products were demonstrated to be versatile synthetic precursors, capable of undergoing further alkylation with excellent diastereoselectivity or converted to cyclopentylamines and cyclopentenones with little to no racemization. In one example, the asymmetric cycloaddition constitutes a formal synthesis of (+)-cephalotaxine. Finally, substituted TMM donors were explored and the use of a cyano donor was found to proceed with nearly perfect levels of selectivity and yield. Finally, the asymmetric TMM cycloaddition using a cyano-substituted donor was applied to the synthesis of ( - )-marcfortine C. Notably, the reaction proceeds in nearly quantitative yield with high diastereo- and enantioselectivity, and the resulting chiral center was used to establish all remaining stereocenters in the natural product. Additional highlights include a direct allylic oxidation of the exocyclic olefin, a diastereoselective intramolecular Michael addition, and an oxidative radical cyclization. Using this route, ( - )-marcfortine C was prepared in 16 steps and 2.4% overall yield.



Cycloaddition Reactions In Organic Synthesis


Cycloaddition Reactions In Organic Synthesis
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Author : W. Carruthers
language : en
Publisher:
Release Date : 1988

Cycloaddition Reactions In Organic Synthesis written by W. Carruthers and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1988 with categories.




Asymmetric Domino Reactions


Asymmetric Domino Reactions
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Author : Helene Pellissier
language : en
Publisher: Royal Society of Chemistry
Release Date : 2013-03-13

Asymmetric Domino Reactions written by Helene Pellissier and has been published by Royal Society of Chemistry this book supported file pdf, txt, epub, kindle and other format this book has been release on 2013-03-13 with Technology & Engineering categories.


This book covers the latest developments in asymmetric domino reactions, focussing on those published in the last 6 years. These fascinating reactions have rapidly become one of the most current fields in organic chemistry, since they allow reaching easily high molecular complexity in an economically favourable way with advantages of savings in solvent, time, energy, and costs. Unsurprisingly, the high levels of efficiency and enantioselectivity generally reached in these reactions have been exploited for the production of a wide number of complex chiral molecules with dense stereochemistry and functionality, which are motifs present in biologically active compounds and natural products. The book is divided into three principal sections, dealing successively with asymmetric domino reactions based on the use of chiral auxiliaries, asymmetric domino reactions based on the use of chiral metal catalysts, and asymmetric domino reactions based on the use of chiral organocatalysts, covering the literature since the beginning of 2006.



Some Aspects Of The Cycloaddition Reactions Of Nitrones


Some Aspects Of The Cycloaddition Reactions Of Nitrones
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Author : Georges Robert Delpierre
language : en
Publisher:
Release Date : 1961*

Some Aspects Of The Cycloaddition Reactions Of Nitrones written by Georges Robert Delpierre and has been published by this book supported file pdf, txt, epub, kindle and other format this book has been release on 1961* with Chemistry categories.