Download or read book Organolithiums in Enantioselective Synthesis written by David M. Hodgson and published by Springer Science & Business Media. This book was released on 2003-04-30 with total page 325 pages. Available in PDF, EPUB and Kindle. Book excerpt: This volume is the first dedicated to a comprehensive coverage of this rapidly developing transdisciplinary field. It provides a rich source of essential information on synthesizing molecules in an enantioselective manner using organolithiums, and serves as an inspiration for future developments.

Download or read book Organolithiums in Enantioselective Synthesis written by David M. Hodgson and published by . This book was released on 2014-01-15 with total page 336 pages. Available in PDF, EPUB and Kindle. Book excerpt:

Download or read book Lithium Compounds in Organic Synthesis written by Renzo Luisi and published by John Wiley & Sons. This book was released on 2014-03-11 with total page 705 pages. Available in PDF, EPUB and Kindle. Book excerpt: This unique book covers fundamentals of organolithium compounds and gives a comprehensive overview of the latest synthetic advances and developments in the field. Part I covers computational and spectroscopic aspects as well as structure-reactivity relationships of organolithiums, whereas Part II deals with new lithium-based synthetic methodologies as well as novel synthetic applications of functionalized lithium compounds. A useful resource for newcomers and active researchers involved in organic synthesis, whether working in academia or industry!

Download or read book Organolithiums written by Jonathan Clayden and published by Elsevier. This book was released on 2002-07-12 with total page 408 pages. Available in PDF, EPUB and Kindle. Book excerpt: Organolithiums: Selectivity for Synthesis.

Download or read book Stereochemical Aspects of Organolithium Compounds written by Robert E. Gawley and published by John Wiley & Sons. This book was released on 2010-04-16 with total page 305 pages. Available in PDF, EPUB and Kindle. Book excerpt: Topics in Stereochemistry, previously edited by "the father of stereochemistry" Ernest L. Eliel, is a longstanding, successful series covering the most important advances in the field. The much-anticipated Volume 26 on stereochemical aspects of organolithium compounds includes chapters on the following topics: * Asymmetric Deprotonations Using Chiral Lithium Amide Bases * Self-Regeneration of Stereocenters (SRS) via Stereolabile Axially Chiral Intermediates * Overview of Carbanion Dynamics and Electrophilic Substitutions in Chiral Organolithium Compounds * Oxiranyllithiums as Chiral Synthons for Asymmetric Synthesis * Test on the Configurational Stability/Lability of Organolithium Compounds * Mechanism and Stereochemical Features in Asymmetric Deprotonation Using RLi/(-)-Sparteine Bases * Dynamic Resolutions of Chiral Organolithiums Volume 26 of Topics in Stereochemistry marks the end of an era, while developing a bridge to the next generation. A new generation in publishing, parallel to a new generation in Stereochemistry mandated a new venue and modus operandi for Topics. Zurich, the home of Werner and Wislicenus, has a unique heritage in Stereochemistry. Fortunately, the Wiley family's publishing partnerships include Verlag Helvetica Chimica Acta, a house with a reputation for superior quality in publishing. Indeed, within the pages of its namesake periodical, Helvetica Chimica Acta, one finds many of the seminal research works of stereochemistry's giants. As such, a transfer of editorial operations to Zurich and a collaboration bringing Topics as a series closer to periodical status provides a growth platform for the future.

Download or read book The Chemistry of Organolithium Compounds written by B. J. Wakefield and published by Elsevier. This book was released on 2013-10-22 with total page 348 pages. Available in PDF, EPUB and Kindle. Book excerpt: The Chemistry of Organolithium Compounds is a comprehensive review of the status of organolithium compound chemistry. This book is composed of four parts and nineteen chapters that particularly describe the reactions involving these compounds The first part highlights the constitution of organolithium compounds, specifically in the absence and presence of electron donors, as well as the configurational stability of these compounds. The second part deals with their preparation from organic halides and lithium metal involving metallation and metal-halogen exchange, while the third part focuses on their organic synthesis. The fourth part considers the synthesis of organometallic compound derivatives from main group and transition metals. This book will prove useful to organic chemists and organic chemistry researchers.

Download or read book The Chemistry of Organolithium Compounds written by Zvi Rappoport and published by John Wiley & Sons. This book was released on 2004-08-20 with total page 1400 pages. Available in PDF, EPUB and Kindle. Book excerpt: This is the first volume in the series to concentrate on organo-lithium compounds - the sub series "The chemistry of the metal-carbon bond" (5 vol) treated organometallics in general. It deals with theoretical/physical/computational apsects, as well as major spectroscopies, such as MS, NMR, IR/UV etc and both biological and industrial applications. The core of the volume is the synthetic chapters with lots of examples for modern synthetic approaches Written by key researchers in the field An invaluable reference source to organic chemists working in academia and industry Features important reagents in organic synthesis

Download or read book The Chemistry of Organolithium Compounds written by Zvi Rappoport and published by John Wiley & Sons. This book was released on 2006-06-14 with total page 768 pages. Available in PDF, EPUB and Kindle. Book excerpt: Patai Series: The Chemistry of Functional Groups A series of advanced treatises founded by Professor Saul Patai and under the general editorship of Professor Zvi Rappoport The Patai Series publishes comprehensive reviews on all aspects of specific functional groups. Each volume contains outstanding surveys on theoretical and computational aspects, NMR, MS, other spectroscopical methods and analytical chemistry, structural aspects, thermochemistry, photochemistry, synthetic approaches and strategies, synthetic uses and applications in chemical and pharmaceutical industries, biological, biochemical and environmental aspects. To date, over 100 volumes have been published in the series. Recently Published Titles * The chemistry of the Cyclopropyl Group (Volume 2) * The chemistry of the Hydrazo Azo and Azozy Groups (Volume 2, 2 parts) * The chemistry of Double-Bonded Functional Groups (Volume 3, 2 parts) * The chemistry of Organophosphorus Compounds (Volume 4) * The chemistry of Halides, Pseudo-Halides and Azides (Volume 2, 2 parts) * The chemistry of the Amino, Nitro and Nitroso Groups (2 volumes, 2 parts) * The chemistry of Dienes and Polyenes (2 volumes) * The chemistry of Organic Derivatives of Gold and Silver * The chemistry of Organic Silicon Compounds (2 volumes, 4 parts) * The chemistry of Organic Germanium, Tin and Lead Compounds (Volume 2, 2 parts) * The chemistry of Phenols (2 parts) * The chemistry of Organolithium Compounds (2 parts) * The chemistry of Cyclobutanes (2 parts) * Forthcoming Titles * The chemistry of Peroxides (Volume 2, 2 parts) * The chemistry of Organozinc Compounds * The chemistry of Anilines The Patai Series Online The Patai Series is available in electronic format on Wiley InterScience. All new titles will be published online and a growing list of older titles is added every year. It is the ultimate goal that all titles published in the Patai Series will be available in electronic format.

Download or read book Progress in Enantioselective Cu I catalyzed Formation of Stereogenic Centers written by Syuzanna R. Harutyunyan and published by Springer. This book was released on 2016-04-30 with total page 229 pages. Available in PDF, EPUB and Kindle. Book excerpt: The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience. The individual volumes of Topics in Organometallic Chemistry are thematic. Review articles are generally invited by the volume editors. All chapters from Topics in Organometallic Chemistry are published OnlineFirst with an individual DOI. In references, Topics in Organometallic Chemistry is abbreviated as Top Organomet Chem and cited as a journal.

Download or read book Asymmetric Synthesis and Transition Metal catalyzed Cross coupling Arylations of Selected Organolithiums written by Barry Kyle Sharp and published by . This book was released on 2015 with total page 210 pages. Available in PDF, EPUB and Kindle. Book excerpt: My former boss, Dr. Gawley, always loved to say, "The world is chiral" (a la Pasteur). From DNA and proteins to hands and feet, it is obviously true. Also, a wide variety of chemical products exist as single enantiomers. Advances in chemical technology have greatly accelerated asymmetric synthesis in the past quarter century, and namely, organolithiums, have been shown to provide a versatile route to chiral natural products and biologically active molecules. Versatility arises from the array of methods that produce a chiral organolithium. Dynamic thermodynamic resolution (DTR) is considered one of the most practical methods, but among the others are asymmetric deprotonation and tin-lithium exchange. The selected targets for this investigation using chiral organolithiums, 2,3-dehydropyridones and chiral tertiary alcohols, are important building blocks for enantioselective synthesis. Practicality ultimately begins and ends with cost efficiency, and catalysis is generally a good place to start. Catalytic dynamic resolution (CDR), as well as conventional transition metal-catalyzed cross-coupling, has been applied with the intention of expanding the scope of organolithiums in asymmetric synthesis. The dynamic resolution of the ethylene and propylene ketal of N-Boc-2-lithio-4-oxopiperidine was investigated and resulted in a number of novel piperidine derivatives, and arylation of alkyl and benzyl carbamates via Negishi and Stille-type cross-coupling gave a number of novel tertiary alcohol precursors.

Download or read book Principles of Asymmetric Synthesis written by R.E. Gawley and published by Elsevier. This book was released on 1996-11-21 with total page 395 pages. Available in PDF, EPUB and Kindle. Book excerpt: The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. Using examples from the literature of asymmetric synthesis (more than 1300 references), the aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions. It is important to note that the references were each individually checked by the authors to verify relevance to the topics under discussion. The study of stereoselectivity has evolved from issues of diastereoselectivity, through auxiliary-based methods for the synthesis of enantiomerically pure compounds (diastereoselectivity followed by separation and auxiliary cleavage), to asymmetric catalysis. In the latter instance, enantiomers (not diastereomers) are the products, and highly selective reactions and modern purification techniques allow preparation - in a single step - of chiral substances in 99% ee for many reaction types. After an explanation of the basic physical-organic principles of stereoselectivity, the authors provide a detailed, annotated glossary of stereochemical terms. A chapter on "Analytical Methods" provides a critical overview of the most common methods for analysis of stereoisomers. The authors then follow the 'tried-and-true' format of grouping the material by reaction type. Thus, there are four chapters on carbon-carbon bond forming reactions (enolate alkylations, organometal additions to carbonyls, aldol and Michael reactions, and cycloadditions and rearrangements), one chapter on reductions and hydroborations (carbon-hydrogen bond forming reactions), and one on oxidations (carbon-oxygen and carbon-nitrogen bond forming reactions). Leading references are provided to natural product synthesis that have been accomplished using a given reaction as a key step. In addition to tables of examples that show high selectivity, a transition state analysis is presented to explain - to the current level of understanding - the stereoselectivity of each reaction. In one case (Cram's rule) the evolution of the current theory is detailed from its first tentative (1952) postulate to the current Felkin-Anh-Heathcock formalism. For other reactions, only the currently accepted rationale is presented. Examination of these rationales also exposes the weaknesses of current theories, in that they cannot always explain the experimental observations. These shortcomings provide a challenge for future mechanistic investigations.

Download or read book Principles of Asymmetric Synthesis written by Robert E. Gawley and published by Elsevier. This book was released on 2012-07-16 with total page 569 pages. Available in PDF, EPUB and Kindle. Book excerpt: The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. The aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions.

Download or read book Catalytic Asymmetric Synthesis written by Iwao Ojima and published by John Wiley & Sons. This book was released on 2013-03-14 with total page 1043 pages. Available in PDF, EPUB and Kindle. Book excerpt: Praise for the previous editions "An excellent text . . . will no doubt provide the benchmark for comparative works for many years." —Journal of the American Chemical Society "An excellent state-of-the-art compilation of catalytic asymmetric chemistry . . . should be included in any chemistry reference collection." —Choice "This is a tremendous resource and an excellent read. I recommend immediate purchase." —Perkin Transactions Since this important work was first published in 1993, the field of catalytic asymmetric synthesis has grown explosively, spawning effective new methods for obtaining enantiomerically pure compounds on a large scale and stimulating new applications in diverse fields—from medicine to materials science. Catalytic Asymmetric Synthesis, Third Edition addresses these rapid changes through contributions from highly recognized world leaders in the field. This seminal text presents detailed accounts of the most important catalytic asymmetric reactions known today, and discusses recent advances and essential information on the initial development of certain processes. An excellent working resource for academic researchers and industrial chemists alike, the Third Edition features: Six entirely new chapters focusing on novel approaches to catalytic asymmetric synthesis including non-conventional media/conditions, organocatalysis, chiral Lewis and Bronsted acids, CH activation, carbon-heteroatom bond-forming reactions, and enzyme-catalyzed asymmetric synthesis A new section focusing on the important new reaction, asymmetric metathesis, in carbon-carbon bond-forming reactions Updated chapters on hydrogenation, carbon-carbon bond-forming reactions, hydrosilylations, carbonylations, oxidations, amplifications and autocatalysis, and polymerization reactions Retaining the best of its predecessors but now thoroughly up to date, Catalytic Asymmetric Synthesis, Third Edition serves as an excellent desktop reference and text for researchers and students from the upper-level undergraduates through experienced professionals in industry or academia.

Download or read book Enantioselective Synthesis written by Tse-Lok Ho and published by Wiley-Interscience. This book was released on 1992-02-18 with total page 340 pages. Available in PDF, EPUB and Kindle. Book excerpt: In recent years the intense activities of enantioselective synthesis have been reflected in the burgeoning and ingenious applications of such natural substances as carbohydrates, -amino acids and terpenes. A comprehensive summary of terpene-based synthesis is offered, focusing on synthetic efforts using transformed chiral synthons. The author provides analysis of synthetic strategies and discusses the intricacies of reaction courses. Along with the number and variety of natural products derived from chiral terpenes, numerous flow-charts aid in clearly delineating synthetic pathways.

Download or read book Organolithium Methods written by Basil John Wakefield and published by . This book was released on 1988 with total page 216 pages. Available in PDF, EPUB and Kindle. Book excerpt: This volume presents an account of the applications of organolithium compounds in synthesis. General considerations, such as solvents, inert atmospheres, apparatus and safety, are discussed as well as detailed specific methods.

Download or read book Organocatalytic Enantioselective Conjugate Addition Reactions written by Jose L Vicario and published by Royal Society of Chemistry. This book was released on 2010-10-18 with total page 365 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book, unique in its field, is a comprehensive description of all the methodologies reported for carrying out conjugate addition reactions in a stereoselective way, using small chiral organic molecules as catalysts (organocatalysts). In the last 3-4 years, this has been a rapidly growing field in organic chemistry, and many papers have appeared reporting excellent protocols for carrying out these highly efficient transformations that compete well with other classical approaches using transition metal catalysts. A particularly attractive feature of this transformation relies upon the fact that the conjugate addition (Michael and Hetero-Michael reactions) is an extraordinarily effective means to initiate cascade processes which result in the formation of complex molecules from very small and simple starting blocks. The book, written by noted experts, covers all recent advances in this hot topic, and provides a good state-of-the-art review for organic chemists working in this field and all those who wish to start projects in this area.

Download or read book Asymmetric Synthesis of Amines and Amine Derivatives I The Cerium mediated Diastereoselective Addition of Organometallic Reagents to Chiral Pyrrolidine Hydrazones II The Enantioselective Addition of Organolithium Reagents to Imines and Hydrazones written by Olivier Jean-Charles Nicaise and published by . This book was released on 1993 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Two conceptually different approaches to the asymmetric synthesis of amines and amine derivatives via the addition of organometallic reagents to the carbon-nitrogen double bond of azomethines has been investigated. The first approach consisted of the cerium-mediated diastereoselective addition of various organometallic compounds to chiral pyrrolidine hydrazones derived from several functionalized aldehydes. A stoichiometry study of the lanthanide-mediated addition of methyllithium to hydrocinnamaldehyde SAMEMP-hydrazone first established the superiority of the 1:1 CH$sb3$Li/LnCl$sb3$ (Ln = Ce, La) composition of the heterogeneous reagent, and the high level of diastereocontrol of the reaction was practically unchanged. The reactivity of chiral aliphatic, acetal, ether, glyoxylic, and masked-acid hydrazones with cerium-based reagents was examined, and the resulting aliphatic primary amines, $alpha$-amino acetals, $alpha$-amino aldehydes, and $beta$-amino ethers were obtained in moderate to excellent yields and enantiomeric purities. The chiral $alpha$,$alpha$-dialkoxy hydrazones (acetal hydrazones) were found to be the most reactive chiral hydrazones. The isolation of the desired amine derivatives in enantiomerically enriched form and the recovery of the chiral auxiliary was realized via the use of lithium metal in liquid ammonia to effect the scission of the N-N bond in diastereomerically enriched protected hydrazines with complete preservation of the configurational integrity of the stereocenters. The second approach to the asymmetric synthesis of amines involved the use of an achiral hydrazone with an achiral organometallic compound in the presence of a certain amount of an external chiral controller. Following the unsuccessful development of an enantioselective lanthanide-based nucleophilic reagent, the addition of n-butyllithium to a N,N-dimethylhydrazone in the presence of a chiral ether afforded the primary amine in 26% ee. A significant level of enantioselectivity was then recorded for the same reaction with the use of a stoichiometric amount of chiral bis(oxazoline) ligand, i.e. 50% ee. This approach was mostly successful with the use of imines for the stoichiometric bis(oxazoline)-mediated addition of methyllithium and n-butyllithium. The N-aryl secondary amines were isolated almost quantitatively in enantiomerically enriched form, up to 92% ee. The reaction of methyllithium with imines in the presence of a catalytic amount of the chiral bis(oxazoline) ligand afforded the methyl adducts in 84% ee at best. The discovery of an efficient enantioselective addition of organolithium compounds to imines has given a new dimension to the project directed toward the asymmetric synthesis of amines. (Abstract shortened by UMI.)