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Chiral Auxiliaries and Ligands in Asymmetric Synthesis

Chiral Auxiliaries and Ligands in Asymmetric Synthesis
Author: J. Seyden-Penne
Publisher: Wiley-Interscience
Total Pages: 744
Release: 1995-10-23
Genre: Science
ISBN:

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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.


Design, Synthesis and Evaluation of Chiral Auxiliaries, Ligands and Catalysts for Asymmetric Synthesis

Design, Synthesis and Evaluation of Chiral Auxiliaries, Ligands and Catalysts for Asymmetric Synthesis
Author: Arun A. Narine
Publisher:
Total Pages: 0
Release: 2004
Genre: Asymmetric synthesis
ISBN:

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Task definition theoretically is one of the main components of self-regulated learning because one's representation of the task directs cognitive activities such as setting goals, creating plans, and enacting those plans to create task products. To date, little research has examined students' representations of tasks or how those representations change over time. In this dissertation I characterize students' initial representations of tasks and explore factors influencing how they refine these representations over time. Fifty-eight undergraduate students taking an undergraduate instructional psychology course participated in a semester-long examination of how students constructed and refined their task understanding. The data source was a studying portfolio consisting of detailed descriptions about and reflections on strategic processes they used to complete two main writing assignments in the course: a think paper and a design project. Analyses of these data suggest students' representations of tasks varied across two dimensions: breadth and depth. In terms of breadth, students selected information from the design project description of different grain sizes. Students with greater depth not only searched and selected information from the task, but they actively assembled elements of the task and monitored how those components fit with one another. Most students set goals and created plans; however, not all goals or plans were framed in light of criteria that would theoretically foster self-regulated learning. To revise task understanding, students metacognitively monitored their processes and outcomes of learning activities, which updated information about task, cognitive, and motivational conditions. This additional information afforded students opportunity to reassess the discrepancy between the initial state and the goal state to determine next steps to reach task goals. Although students may have recognized the need to change their approaches, they often failed to engage in effective metacognitive control to adapt approaches to learning. I interpret this to indicate that control processes require not only the skill for enacting these processes but also the motivational catalyst to sustain these efforts when competing factors are present. Future research should strive to create new measures for task understanding, and to track how students' perceptions and representations of tasks influence self-regulated learning and achievement.


Privileged Chiral Ligands and Catalysts

Privileged Chiral Ligands and Catalysts
Author: Qi-Lin Zhou
Publisher: John Wiley & Sons
Total Pages: 670
Release: 2011-02-10
Genre: Technology & Engineering
ISBN: 3527635211

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Catalytic asymmetric synthesis has been one of the most active research areas in chemistry (Nobel Prize in 2001). The development of efficient chiral catalysts plays a crucial role in asymmetric catalysis. Although many chiral ligands/catalysts have been developed in the past decades, the most efficient catalysts are derived from a few core structures, called "privileged chiral catalysts". This ultimate "must have" and long awaited reference for every chemist working in the field of asymmetric catalysis starts with the core structure of the catalysts, explaining why a certain ligand or catalyst is so successful. It describes in detail the history, the basic structural characteristics, and the applications of these "privileged catalysts". This novel presentation provides readers with a much deeper insight into the topic and makes it a must-have for organic chemists, catalytic chemists, chemists working with/on organometallics, chemists in industry, and libraries. From the contents: * BINAP * Bisphosphacycles - From DuPhos and BPE to a Diverse Set of Broadly Applied Ligands * Josiphos Ligands: From Discovery to Technical Applications * Chiral Spiro Ligands * Chiral Bisoxazoline Ligands * PHOX Ligands * Chiral Salen Complexes * BINOL * TADDOLate Ligands * Cinchona Alkaloids * Proline Derivatives


Chiral Reagents for Asymmetric Synthesis

Chiral Reagents for Asymmetric Synthesis
Author: Leo A. Paquette
Publisher: John Wiley & Sons
Total Pages: 618
Release: 2003-08-01
Genre: Science
ISBN: 9780470856253

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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


Chiral Ligands

Chiral Ligands
Author: Montserrat Diéguez
Publisher: CRC Press
Total Pages: 298
Release: 2021-05-13
Genre: Science
ISBN: 1000379000

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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 and Applications of Asymmetric Synthesis

Principles and Applications of Asymmetric Synthesis
Author: Guo-Qiang Lin
Publisher: John Wiley & Sons
Total Pages: 538
Release: 2001-02-21
Genre: Science
ISBN: 0471400270

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Asymmetric synthesis remains a challenge to practicing scientists as the need for enantiomerically pure or enriched compounds continues to increase. Over the last decade, a large amount of literature has been published in this field. Principles and Applications of Asymmetric Synthesis consolidates and evaluates the most useful methodologies into a one-volume resource for the convenience of practicing scientists and students. Authored by internationally renowned scientists in the field, this reliable reference covers more than 450 reactions and includes important stoichiometric as well as catalytic asymmetric reactions. The first chapter reviews the basic principles, common nomenclature, and analytical methods, and the remainder of the book is organized according to reaction type. The text examines such topics 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 other cyclizations Applications to the total synthesis of natural products Use of enzymes in asymmetric synthesis Practicing chemists in the pharmaceutical, fine chemical, and agricultural professions as well as graduate students will find that Principles and Applications of Asymmetric Synthesis affords comprehensive and current coverage.


Chiral Building Blocks in Asymmetric Synthesis

Chiral Building Blocks in Asymmetric Synthesis
Author: Jacek Wojaczynski
Publisher: John Wiley & Sons
Total Pages: 692
Release: 2022-08-05
Genre: Science
ISBN: 3527834192

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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.


Axially Chiral Compounds

Axially Chiral Compounds
Author: Bin Tan
Publisher: John Wiley & Sons
Total Pages: 338
Release: 2021-11-22
Genre: Science
ISBN: 3527347127

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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.