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Tools for Efficient Asymmetric Synthesis [electronic Resource] : Design, Synthesis and Application of Fluorous Oxazolidinone Chiral Auxiliaries

Tools for Efficient Asymmetric Synthesis [electronic Resource] : Design, Synthesis and Application of Fluorous Oxazolidinone Chiral Auxiliaries
Author: Hein, Jason Ellis
Publisher: University of Manitoba
Total Pages:
Release: 2006
Genre:
ISBN:

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Fluorous chiral auxiliary -- asymmetric synthesis -- organic chemistry -- oxazolidinones -- aldol reactions.


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.


Principles and Applications of Asymmetric Synthesis

Principles and Applications of Asymmetric Synthesis
Author: Guo-Qiang Lin
Publisher: John Wiley & Sons
Total Pages: 536
Release: 2003-05-29
Genre: Science
ISBN: 0471465240

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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.


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


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.


Asymmetric Synthesis V3

Asymmetric Synthesis V3
Author: James Morrison
Publisher: Elsevier
Total Pages: 593
Release: 2012-12-02
Genre: Science
ISBN: 0323145000

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Asymmetric Synthesis, Volume 3: Stereodifferentiating Addition Reactions, Part B presents intensive investigations in leading academic and industrial laboratories on stereodifferentiating addition reactions. This book is divided into eight chapters and begins with a comprehensive review of the formation of chiral metal enolates and their stereoselective alkylation reactions. These topics are followed by discussions on chiral Aldol addition reactions and the many variations of asymmetric synthesis that may be carried out using chiral oxazolines. A chapter describes the alkylation of chiral hydrazones, a process that yields chiral-substituted aldehydes and ketones. Other chapters explore a variety of cyclization processes that form carbon-carbon and carbon-heteroatom bonds. The last chapters deal with the asymmetric cycloadditions and sigma-tropic rearrangements. Synthetic chemists and researchers will find this book invaluable.


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.


Advanced Asymmetric Synthesis

Advanced Asymmetric Synthesis
Author: G.R. Stephenson
Publisher: Springer Science & Business Media
Total Pages: 440
Release: 2012-12-06
Genre: Science
ISBN: 9400707975

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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.


A Study of a Chiral 4-substituted Oxazolidin-2-one in Asymmetric Transformations Via Soluble Polymer-supported Synthesis and Fluorous Synthesis

A Study of a Chiral 4-substituted Oxazolidin-2-one in Asymmetric Transformations Via Soluble Polymer-supported Synthesis and Fluorous Synthesis
Author:
Publisher:
Total Pages:
Release: 1907
Genre:
ISBN:

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Chiral auxiliaries remain one of the most reliable ways of generating new chiral molecules in a highly enantiomerically enriched form. We have synthesized a new chiral -substituted oxazolidin-2-one from ' L'-tyrosine via a novel method. The potential of this methodology has been established. Supporting a chiral auxiliary on a polymer provides a convenient work-up and purification procedure and makes its recovery simple. Careful choice of polymer and auxiliary is essential for its success. The first synthesis of a soluble polymer-supported oxazolidinone from the tyrosine-derived oxazolidin-2-one and the soluble poly(ethylene glycol)-monomethyl ether (MeOPEG) has been described. The behavior of the MeOPEG-supported oxazolidin-2-one in the asymmetric alkylation and the Diels-Alder reaction has been disclosed. Fluorous synthesis introduces an alternative route to traditional and polymer-supported synthesis. The synthesis of a novel, highly fluorinated silyl fluorous tag has been described. The tyrosine-derivedoxazolidin-2-one has been rendered fluorous upon attachment to the fluorous tag. Asymmetric aldol condensation of the fluorous-tagged oxazolidin-2-one has produced all four diastereoisomers and their stereochemical assignments have been confirmed. This is the first demonstration of the suitability of fluorous synthesis strategy for asymmetric synthesis of chiral oxazolidinones.