Chiral Auxiliaries And Ligands In Asymmetric Synthesis

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Chiral Auxiliaries and Ligands in Asymmetric Synthesis

Author : J. Seyden-Penne
Publisher : Wiley-Interscience
Page : 744 pages
File Size : 43,7 Mb
Release : 1995-10-23
Category : Science
ISBN : UOM:39015034927643

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Chiral Auxiliaries and Ligands in Asymmetric Synthesis by J. Seyden-Penne Pdf

Table of Contents Preface Abbreviations Introduction 1 1 Enantiomerically Pure Chiral Auxiliaries 43 2 Chiral Reagents 87 3 Chiral Catalysis and Catalysts Bearing Chiral Ligands 117 4 Asymmetric Deprotonations and Protonations 143 5 Alkylations and Related Reactions 157 6 Additions to C=O and C=N Double Bonds 209 7 Additions to Carbon-Carbon Double Bonds 367 8 Additions to Double Bonds Bearing Heteroatoms. Oxidations of Sulfides and Selenides 503 9 Cycloadditions 513 10 Sigmatropic Rearrangements 593 11 Transition Metal Catalyzed Reactions 619 References 637 Index 707.

Advanced Asymmetric Synthesis

Author : G.R. Stephenson
Publisher : Springer Science & Business Media
Page : 440 pages
File Size : 54,5 Mb
Release : 2012-12-06
Category : Science
ISBN : 9789400707979

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Advanced Asymmetric Synthesis by G.R. Stephenson Pdf

Asymmetric synthesis is one of the most critical strategic subjects in organic chemistry, and this book describes advanced techniques and their applications to the industrial and laboratory synthesis of important chiral molecules. The international team of highly respected authors provide rigorous and concise reviews of their areas of expertise.

Chiral Reagents for Asymmetric Synthesis

Author : Leo A. Paquette
Publisher : John Wiley & Sons
Page : 618 pages
File Size : 49,9 Mb
Release : 2003-08-01
Category : Science
ISBN : 0470856254

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Chiral Reagents for Asymmetric Synthesis by Leo A. Paquette Pdf

Derived from the renowned, Encyclopedia of Reagents for Organic Synthesis (EROS), the related editors have created a new handbook which focuses on chiral reagents used in asymmetric synthesis and is designed for the chemist at the bench. This new handbook follows the same format as the Encyclopedia, including an introduction and an alphabetical arrangement of the reagents. As chiral reagents are the key for the successful asymmetric synthesis, choosing the right reagents is essential, in this handy reference the editors give details on how to prepare, store and use the reagents as well as providing key reactions to demonstrate where reagents have been successfully used. Comprehensive information on 226 reagents Covers 64 reagents which were not included in EROS All information in one easy to use volume – at an affordable price All reagents included will be added to e-EROS – please visit the site where you can gain access to over 50,000 reactions and 3,800 of the most frequently consulted reagents. Visit: www.interscience.wiley.com/eros

Principles and Applications of Asymmetric Synthesis

Author : Guo-Qiang Lin,Yue-Ming Li,Albert S. C. Chan
Publisher : John Wiley & Sons
Page : 536 pages
File Size : 45,8 Mb
Release : 2003-05-29
Category : Science
ISBN : 9780471465249

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Principles and Applications of Asymmetric Synthesis by Guo-Qiang Lin,Yue-Ming Li,Albert S. C. Chan Pdf

Asymmetric synthesis remains a challenge to practicing scientistsas the need for enantiomerically pure or enriched compoundscontinues to increase. Over the last decade, a large amount ofliterature has been published in this field. Principles andApplications of Asymmetric Synthesis consolidates and evaluates themost useful methodologies into a one-volume resource for theconvenience of practicing scientists and students. Authored by internationally renowned scientists in the field, thisreliable reference covers more than 450 reactions and includesimportant stoichiometric as well as catalytic asymmetric reactions.The first chapter reviews the basic principles, commonnomenclature, and analytical methods, and the remainder of the bookis organized according to reaction type. The text examines suchtopics as: Carbon-carbon bond formations involving carbonyls, enamines,imines, and enolates Asymmetric C-O bond formations including epoxidation,dihydroxylation, and aminohydroxylation Asymmetric synthesis using the Diels-Alder reaction and othercyclizations Applications to the total synthesis of natural products Use of enzymes in asymmetric synthesis Practicing chemists in the pharmaceutical, fine chemical, andagricultural professions as well as graduate students will findthat Principles and Applications of Asymmetric Synthesis affordscomprehensive and current coverage.

Axially Chiral Compounds

Author : Bin Tan
Publisher : John Wiley & Sons
Page : 338 pages
File Size : 53,5 Mb
Release : 2021-11-22
Category : Science
ISBN : 9783527347124

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Axially Chiral Compounds by Bin Tan Pdf

Axially Chiral Compounds Explore this comprehensive and current volume summarizing the characteristics, synthesis, and applications of axial chirality Appearing widely in natural products, biologically active molecules, asymmetric chemistry, and material science, axially chiral motifs constitute the core backbones of the majority of chiral ligands and organocatalysts in asymmetric catalysis. In a new work of particular relevance to synthetic chemists, Axially Chiral Compounds: Asymmetric Synthesis and Applications delivers a clearly structured and authoritative volume covering the classification, characteristics, synthesis, and applications of axial chirality. A must read for every synthetic chemist practicing today, the book follows the development history, research status, and applications of axial chirality. An introductory chapter familiarizes the reader with foundational material before the distinguished authors describe the different classes and the synthesis of axial chiral compounds used in asymmetric synthesis. The book concludes with a focus on the applications of chiral ligands, chiral catalysts, and materials. Readers will also benefit from the inclusion of: A thorough introduction to asymmetric synthesis, including biaryls atropisomers, heterobiaryls atropisomers, and non-biaryls atropisomers Explorations of chiral allene, spiro skeletons, and natural products Practical discussions of asymmetric transformation, chiral ligands, and chiral catalysts An examination of miscellaneous applications of axially chiral compounds Perfect for organic chemists, chemists working with or on organometallics, catalytic chemists, and materials scientists, Axially Chiral Compounds: Asymmetric Synthesis and Applications will also earn a place in the libraries of natural products chemists who seek a one-stop reference for compounds exhibiting axial chirality.

Chiral Building Blocks in Asymmetric Synthesis

Author : Jacek Wojaczynski,Elzbieta Wojaczynska
Publisher : John Wiley & Sons
Page : 692 pages
File Size : 50,6 Mb
Release : 2022-08-05
Category : Science
ISBN : 9783527834198

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Chiral Building Blocks in Asymmetric Synthesis by Jacek Wojaczynski,Elzbieta Wojaczynska Pdf

Chiral Building Blocks in Asymmetric Synthesis A comprehensive introduction to the important classes of chiral building blocks Chirality — the asymmetric quality found in certain chemical compounds — plays an essential role in our world: chiral compounds can be found in biology, pharmaceutical compounds, agrochemicals, and fragrances. The stereoselective preparation of these complex molecular constructions constitutes a challenge. To this end, modern asymmetric synthesis utilizes a variety of valuable and efficient reagents employed as chiral auxiliaries, metal complexes and organocatalysts in stereoselective catalysis, and enantiopure reactants termed as chiral building blocks. In Chiral Building Blocks in Asymmetric Synthesis, the achievements in the fields of preparation of and applications of chiral blocks are presented. In doing so, the book comprehensively discusses the important classes of these reactants as the key for the asymmetric synthesis of chiral molecules. As such, it is an indispensable resource about synthetic methods, as well as possible modifications and transformations of important classes of chiral compounds. It also highlights the importance of their use as reactants and auxiliaries in the preparation of more sophisticated molecules or supramolecular systems. In Chiral Building Blocks in Asymmetric Synthesis readers will also find: Organization according to the most important compound classes — e.g. amino acids, BINOL and its derivatives, terpenes, and others — with an emphasis on synthesis and application A focus on the use of chiral building blocks for the preparation of bioactive compounds and supramolecular assemblies Chiral Building Blocks in Asymmetric Synthesis is a useful reference for organic chemists, catalytic chemists, chemists in industry, medicinal chemists, pharmaceutical chemists, and the libraries that support them.

Asymmetric Synthesis

Author : Alan Aitken,S. N. Kilenyi
Publisher : CRC Press
Page : 256 pages
File Size : 41,6 Mb
Release : 1992-12-30
Category : Science
ISBN : 0751401900

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Asymmetric Synthesis by Alan Aitken,S. N. Kilenyi Pdf

Asymmetric synthesis is one of the most important areas of research and development in synthetic organic chemistry, and has wide-ranging industrial applications. This introduction to the subject covers chirality, nomenclature and analytical methods of resolution. The main body of the text describes the principal methods available to the organic chemist wishing to synthesize chiral compounds. Case studies are included, and reference sections allow access to the relevant review and research literature. This book is written for organic chemists at postgraduate and advanced undergraduate level.

Chiral Ligands

Author : Montserrat Diéguez
Publisher : CRC Press
Page : 298 pages
File Size : 44,9 Mb
Release : 2021-05-13
Category : Science
ISBN : 9781000379006

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Chiral Ligands by Montserrat Diéguez Pdf

Many new drugs on the market are chiral compounds, that is, they can exist in two non-superimposable mirror-image forms. Asymmetric catalysis encompasses a large variety of processes for obtaining such compounds. The performance of the catalyst in those processes largely depends on the ligand that makes up the catalyst. This book describes the most relevant ligand libraries for some key processes, including an overview of the state of art and the key mechanistic aspects that favor a high catalytic performance. Key Features: The book presents historical content from the time of discovery for each family of ligands. Provides a description of the synthetic route and the ligand library's application in various catalytic asymmetric reactions Suitable as supplementary reading for courses targeting the design, synthesis and application of chiral catalysts, asymmetric catalysis and sustainable production Edited by a distinguished scientist in the field, the book has a diverse audience including research groups in homogeneous catalysis, particularly asymmetric transformations

Principles of Asymmetric Synthesis

Author : Robert E. Gawley,Jeffrey Aube
Publisher : Elsevier
Page : 569 pages
File Size : 49,5 Mb
Release : 2012-05-29
Category : Science
ISBN : 9780080914138

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Principles of Asymmetric Synthesis by Robert E. Gawley,Jeffrey Aube Pdf

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, this book presents a detailed analysis of the factors that govern stereoselectivity in organic reactions. After an explanation of the basic physical-organic principles governing stereoselective reactions, the authors provide a detailed, annotated glossary of stereochemical terms. A chapter on "Practical Aspects of Asymmetric Synthesis" provides a critical overview of the most common methods for the preparation of enantiomerically pure compounds, techniques for analysis of stereoisomers using chromatographic, spectroscopic, and chiroptical methods. The authors then present an overview of the most important methods in contemporary asymmetric synthesis organized by reaction type. Thus, there are four chapters on carbon-carbon bond forming reactions, one chapter on reductions, and one on oxidations (carbon-oxygen and carbon-nitrogen bond forming reactions). This organization allows the reader to compare the leading methods for asymmetric synthesis in an appropriate context. A highlight of the book is the presentation and discussion of transition states at the current level of understanding, for important reaction types. In addition, extensive tables of examples are used to give the reader an appreciation for the scope of each reaction. Finally, leading references are provided to natural product synthesis that has been accomplished using a given reaction as a key step. Authoritative glossary to aid understanding of stereochemical terminology Explanations of the key factors influencing stereoselectivity with numerous examples, organized by reaction type A handy reference guide to the literature of asymmetric synthesis for practitioners in the field

Asymmetric Synthesis of Three-Membered Rings

Author : Hélène Pellissier,Alessandra Lattanzi,Renato Dalpozzo
Publisher : John Wiley & Sons
Page : 608 pages
File Size : 45,8 Mb
Release : 2017-03-28
Category : Science
ISBN : 9783527802036

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Asymmetric Synthesis of Three-Membered Rings by Hélène Pellissier,Alessandra Lattanzi,Renato Dalpozzo Pdf

The first handbook to focus on the asymmetric synthesis of different types of three-membered rings. The outstanding and experienced authors have an excellent international reputation and cover cyclopropanes, epoxides and aziridines as well as chiral oxaziridines in equal measure. To this end, they describe in detail different synthetic approaches starting with chiral substrates as well as the application of chiral metal- or organocatalysts. Furthermore, methods for the kinetic resolution of initially racemic products are treated alongside recent advances and novel developments in established techniques for the synthesis of three-membered rings. With its structured composition this is of high interest to scientists in methodological and natural product synthesis as well as those in industrial and pharmaceutical chemistry.

Organosulfur Chemistry in Asymmetric Synthesis

Author : Takeshi Toru,Carsten Bolm
Publisher : John Wiley & Sons
Page : 448 pages
File Size : 50,7 Mb
Release : 2008-09-08
Category : Science
ISBN : 9783527623242

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Organosulfur Chemistry in Asymmetric Synthesis by Takeshi Toru,Carsten Bolm Pdf

In this first book to gather the information on this hot topic otherwise widely spread throughout the literature, experienced editors and top international authors cover everything the reader needs -- from the synthesis of chiral organosulfur compounds to applications and catalysis: * Asymmetric synthesis of chiral sulfinates and sulfoxides * Synthesis and use of chiral dithioacetal derivatives, ylids, chiral sulfoximines and sulfinamides * Use of chiral sulfoxides as ligands in catalysis * Asymmetric reactions of alpha-sulfenyl, alpha-sulfinyl and alpha-sulfonyl carbanions. As a result, readers will be able to improve their own performance in asymmetric synthesis.

Handbook Of Chiral Chemicals

Author : David John Ager
Publisher : CRC Press
Page : 395 pages
File Size : 49,8 Mb
Release : 1999-01-04
Category : Science
ISBN : 9780824746292

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Handbook Of Chiral Chemicals by David John Ager Pdf

Describes the problems associated with large, commercial-scale syntheses of chiral molecules and the relatively small number of reactions that can be used to achieve these syntheses. The book discusses commercially viable and still-developing methods of compound manufacture, and reviews the best-selling chiral compounds as of 1996.

Chiral Sulfur Ligands

Author : Helene Pellissier
Publisher : Royal Society of Chemistry
Page : 403 pages
File Size : 54,6 Mb
Release : 2009-10-31
Category : Science
ISBN : 9781847559623

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Chiral Sulfur Ligands by Helene Pellissier Pdf

The goal of this book is to show the high potential of chiral sulfur-containing ligands to promote numerous asymmetric catalytic transformations. The important number of reports appeared in the literature over the last 35 years often highlighted spectacular results in terms of efficiency and enantioselectivity, allowing access to many biologically important molecules, which clearly demonstrates that these ligands can now be recognised as real competitors to the more usual phosphorus- or nitrogen-containing ligands. A key point of reference for post-graduate students, researchers and academics.

Green Approaches To Asymmetric Catalytic Synthesis

Author : Angela Patti
Publisher : Springer Science & Business Media
Page : 150 pages
File Size : 40,8 Mb
Release : 2011-08-22
Category : Science
ISBN : 9789400714540

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Green Approaches To Asymmetric Catalytic Synthesis by Angela Patti Pdf

Nowadays, chirality is widely accepted as an important factor in molecular recognition processes and the biological activity of many pharmaceutical drugs and agrochemicals; this is confirmed by the continuous need for synthetic methods which lead to single or enriched enantiomers of such compounds. By presenting a review of the various and more recently developed approaches for both metal-transition and organocatalysis, this volume describes the development of “greener” asymmetric reactions which preserve stereoselectivity. The author summarizes the impressive amount of research that has been gathered within this field into three chapters focusing on: i)the search of alternative catalysts, ii) alternative solvents, and iii) alternative synthetic strategies and processes. For each topic, the fundamentals and some valuable applications are discussed.

Principles of Asymmetric Synthesis

Author : R.E. Gawley,J. Aubé
Publisher : Elsevier
Page : 394 pages
File Size : 45,5 Mb
Release : 1996-11-21
Category : Science
ISBN : 9780080514772

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Principles of Asymmetric Synthesis by R.E. Gawley,J. Aubé Pdf

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.