Protective Groups In Organic Synthesis

Author : Peter G. M. Wuts,Theodora W. Greene
Publisher : John Wiley & Sons
Page : 1108 pages
File Size : 51,7 Mb
Release : 2012-12-20
Category : Science
ISBN : 9781118589328

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Greene's Protective Groups in Organic Synthesis by Peter G. M. Wuts,Theodora W. Greene Pdf

The Fourth Edition of Greene's Protective Groups in Organic Synthesis continues to be an indispensable reference for controlling the reactivity of the most common functional groups during a synthetic sequence. This new edition incorporates the significant developments in the field since publication of the third edition in 1998, including... New protective groups such as the fluorous family and the uniquely removable 2-methoxybenzenesulfonyl group for the protection of amines New techniques for the formation and cleavage of existing protective groups, with examples to illustrate each new technique Expanded coverage of the unexpected side reactions that occur with protective groups New chart covering the selective deprotection of silyl ethers 3,100 new references from the professional literature The content is organized around the functional group to be protected, and ranges from the simplest to the most complex and highly specialized protective groups.

Author : Theodora W. Greene
Publisher : Unknown
Page : 376 pages
File Size : 40,5 Mb
Release : 1981-05-14
Category : Science
ISBN : UOM:39015015131025

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Protective Groups in Organic Synthesis by Theodora W. Greene Pdf

Provides comprehensive information on the most useful protective groups for the hydroxyl, amino, carboxyl, carbonyl, and sulfhydryl groups. Discusses the chemistry of the classes of protective groups, as well as that of the individual protective groups within the class using structures, equations and references. Reactivity Charts for each class of protective group serve as an aid in their appropriate choice and provide estimates of their relative reactivities toward 108 prototype reagents.

Author : J. McOmie
Publisher : Springer Science & Business Media
Page : 423 pages
File Size : 40,5 Mb
Release : 2012-12-06
Category : Science
ISBN : 9781468472189

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Protective Groups in Organic Chemistry by J. McOmie Pdf

During the past decade there has been a great increase in the use of protective groups, especially in the synthesis of large and complex organic molecules. Perhaps the greatest activity has been in the peptide field where such triumphs as the total synthesis of insulin and of bovine ribonuclease (molecular weight 13,700) have been achieved. Correspondingly, more protective groups have been devised for the protection of amino and imino groups than for any other functional group. There are many reviews and books on the synthesis of pep tides but there has been no general survey of protective groups since my 1 own review in 1963. At that time the five main methods for the removal of protective groups involved acid or base hydroly sis, reduction, oxidation, or thermal elimination reactions. Recent advances include the use of photo-sensitive and metal ion sensitive protective groups, and the attachment of functional groups to reactive polymers as a method of protec tion during the solid-phase synthesis of peptides and poly nucleotides. Another interesting development is the design and use of protective groups with a built-in 'safety-catch', which can be 'released' by a specific chemical reaction, so that an otherwise stable bond is made labile at the appropriate moment thereby allowing the protective group to be removed under very 2 mild conditions. My own interest in protective groups dates from 1944 when, as a student, I gave two lectures on the subject and produced an 11 page review including 70 references.

Author : Peter G. M. Wuts
Publisher : John Wiley & Sons
Page : 1400 pages
File Size : 42,7 Mb
Release : 2014-08-08
Category : Science
ISBN : 9781118905128

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Greene's Protective Groups in Organic Synthesis by Peter G. M. Wuts Pdf

An indispensable reference for any practicing synthetic organic ormedicinal chemist, this book continues the tradition ofGreene’s as comprehensive in the overall scope of coverage,providing the most relevant and useful examples to illustrate eachmethodology. • Presents valuable material, on the application ofprotective groups in organic chemistry, that is not easily found bycasual searching • Helps chemists to plan, investigate, and carry outorganic syntheses in an efficient manner • Adds over 2800 new references to update since thepublication of the last edition • Reviews of the prior edition: "An essential bible forthe library or personal bookshelf of chemists performing complexsynthesis." (CHOICE, May 2007) "...the most up-to-date compilationavailable...should be an integral part of all institutionallibraries...it is also highly recommended thatindividuals...maintain their own copy..." (Journal of MedicinalChemistry, March 8, 2007) "...continues to be a comprehensive guideto the techniques for the formation and cleavage of protectivegroups." (Journal of the American Chemical Society, January 31,2007)

Author : Rodney A. Fernandes
Publisher : John Wiley & Sons
Page : 283 pages
File Size : 47,9 Mb
Release : 2018-08-20
Category : Science
ISBN : 9781119295204

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Protecting-Group-Free Organic Synthesis by Rodney A. Fernandes Pdf

Presents a comprehensive account of established protecting-group-free synthetic routes to molecules of medium to high complexity This book supports synthetic chemists in the design of strategies, which avoid or minimize the use of protecting groups so as to come closer to achieving an “ideal synthesis” and back the global need of practicing green chemistry. The only resource of its kind to focus entirely on protecting-group-free synthesis, it is edited by a leading practitioner in the field, and features enlightening contributions by top experts and researchers from across the globe. The introductory chapter includes a concise review of historical developments, and discusses the concepts, need for, and future prospects of protecting-group-free synthesis. Following this, the book presents information on protecting-group-free synthesis of complex natural products and analogues, heterocycles, drugs, and related pharmaceuticals. Later chapters discuss practicing protecting-group-free synthesis using carbohydrates and of glycosyl derivatives, glycol-polymers and glyco-conjugates. The book concludes with a chapter on latent functionality as a tactic toward formal protecting-group-free synthesis. A comprehensive account of established protecting-group-free (PGF) synthetic routes to molecules of medium to high complexity Benefits total synthesis, methodology development and drug synthesis researchers Supports synthetic chemists in the design of strategies, which avoid or minimize the use of protecting groups so as to come closer to achieving an “ideal synthesis” and support the global need of practicing green chemistry Covers a topic that is gaining importance because it renders syntheses more economical Protecting-Group-Free Organic Synthesis: Improving Economy and Efficiency is an important book for academic researchers in synthetic organic chemistry, green chemistry, medicinal and pharmaceutical chemistry, biochemistry, and drug discovery.

Author : James R. Hanson
Publisher : Wiley-Blackwell
Page : 140 pages
File Size : 53,7 Mb
Release : 1999-11-15
Category : Science
ISBN : 185075957X

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Protecting Groups in Organic Synthesis by James R. Hanson Pdf

This volume provides, at postgraduate student level, an accessible introduction to a topic of central importance in organic synthesis. It covers the main functional groups requiring protection in organic synthesis, explaining why a particular protecting agent works and how an agent should be chosen. Emphasis is placed on what a protecting group is doing chemically to the structure that it is protecting. Attention is given to removal of the protecting group. This is a clear and thoughtful book, which concentrates on explaining the chemistry. It also provides a convenient point of entry to the primary literature.

Author : Sebastien Vidal
Publisher : John Wiley & Sons
Page : 522 pages
File Size : 42,6 Mb
Release : 2019-04-29
Category : Science
ISBN : 9783527340101

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Protecting Groups: Strategies and Applications in Carbohydrate Chemistry by Sebastien Vidal Pdf

A unique overview of the most important protecting group strategies in carbohydrate chemistry Protecting Groups: Strategies and Applications in Carbohydrate Chemistry provides a detailed account of key strategies and methodologies for the protection of carbohydrates. Divided into two parts, the first focuses on groups that are used best to protect a specific position on a carbohydrate. In the second part, specific carbohydrate residues or compounds are discussed in the context of a specific protecting group strategy used to reach the desired regioisomer. This important book: -Features chapters on protecting groups at the primary and secondary positions of carbohydrates -Describes protecting group strategies towards sialic acid derivatives, glycofuranoses, sulfated glycosaminoglycans, and cyclodextrins -Provides information on automated glycan assembly -Includes a chapter on the industrial scale synthesis of heparin analogs Written by a team of leaders in the field, Protecting Groups: Strategies and Applications in Carbohydrate Chemistry is an indispensable guide for academics and industrial researchers interested in carbohydrate and natural product synthesis, pharmaceutical chemistry, and biochemistry.

Author : Philip J. Kocienski
Publisher : Thieme
Page : 700 pages
File Size : 54,6 Mb
Release : 2005
Category : Organic compounds
ISBN : 1588903761

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Protecting Groups by Philip J. Kocienski Pdf

The didactic presentation of the material makes this book an essential bench-top tool not only for specialists in organic chemistry, but also for students and all those involved in the preparation of organic molecules. Key Features: A critical survey of the most used protecting groups, as used by organic chemists Organization based on functional groups: hydroxyl ; diol; carbonyl; carboxyl; amine Special emphasis placed on deprotection conditions applied to complex structures where selectivity is a prime issue Transformations accompanied by key experimental details Examples from the recent literature span a wide domain of organic synthesis Over 500 schemes aid visual retrieval End-of-chapter list reviews which amplify topics covered.

Author : Theodora W. Greene,Peter G. M. Wuts
Publisher : Wiley-Interscience
Page : 504 pages
File Size : 54,5 Mb
Release : 1991-05-16
Category : Science
ISBN : UOM:39015040590419

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Protective Groups in Organic Synthesis by Theodora W. Greene,Peter G. M. Wuts Pdf

Contains 206 new groups and 1,500 new references, representing full coverage of the literature from 1980 to 1989. In addition, two new sections on the protection for indoles, imidazoles and pyrroles, and protection for the amide -NH are included. Most of the original material from the first edition has been retained, including the indispensable Reactivity Charts.

Author : R. W. Hoffmann
Publisher : Springer Science & Business Media
Page : 227 pages
File Size : 47,7 Mb
Release : 2009-01-07
Category : Science
ISBN : 9783540792208

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Elements of Synthesis Planning by R. W. Hoffmann Pdf

Synthesis is at the core of organic chemistry. In order for compounds to be studied—be it as drugs, materials, or because of their physical properties— they have to be prepared, often in multistep synthetic sequences. Thus, the target compound is at the outset of synthesis planning. Synthesis involves creating the target compound from smaller, readily available building blocks. Immediately, questions arise: From which bui- ing blocks? In which sequence? By which reactions? Nature creates many highly complex “natural products” via reaction cascades, in which an asso- ment of starting compounds present within the cell is transformed by speci c (for each target structure) combinations of modular enzymes in speci c - quences into the target compounds [1, 2]. To mimic this ef ciency is the dream of an ideal synthesis [2]. However, we are at present so far from - alising such a “one-pot” operation that actual synthesis has to be achieved via a sequence of individual discrete steps. Thus, we are left with the task of planning each synthesis individually in an optimal fashion. Synthesis planning must be conducted with regard for certain speci - tions, some of which are due to the structure of the target molecule, and some of which relate to external parameters such as costs, environmental compatibility, or novelty. We will not consider these external aspects in this context. Planning of a synthesis is based on a pool of information regarding chemical reactions that can be executed reliably and in high chemical yield.

Author : James Ralph Hanson
Publisher : Blackwell Science Incorporated
Page : 130 pages
File Size : 43,5 Mb
Release : 1999-01-01
Category : Science
ISBN : 063204506X

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Protecting Groups in Organic Synthesis by James Ralph Hanson Pdf

Author : Roman Valiulin
Publisher : Walter de Gruyter GmbH & Co KG
Page : 249 pages
File Size : 46,6 Mb
Release : 2020-04-20
Category : Science
ISBN : 9783110608373

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Organic Chemistry: 100 Must-Know Mechanisms by Roman Valiulin Pdf

This book summarizes 100 essential mechanisms in organic chemistry ranging from classical such as the Reformatsky Reaction from 1887 to recently elucidated mechanism such as the copper(I)-catalyzed alkyne-azide cycloaddition. The reactions are easy to grasp, well-illustrated and underpinned with explanations and additional information.

Author : Laurie S. Starkey
Publisher : John Wiley & Sons
Page : 360 pages
File Size : 53,6 Mb
Release : 2012-01-18
Category : Science
ISBN : 9781118180853

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Introduction to Strategies for Organic Synthesis by Laurie S. Starkey Pdf

The stepping-stone text for students with a preliminary knowledge of organic chemistry looking to move into organic synthesis research and graduate-level coursework Organic synthesis is an advanced but important field of organic chemistry, however resources for advanced undergraduates and graduate students moving from introductory organic chemistry courses to organic synthesis research are scarce. Introduction to Strategies for Organic Synthesis is designed to fill this void, teaching practical skills for making logical retrosynthetic disconnections, while reviewing basic organic transformations, reactions, and reactivities. Divided into seven parts that include sections on Retrosynthesis and Protective Groups; Overview of Organic Transformations; Synthesis of Monofunctional Target Molecules; Synthesis of Target Molecules with Two Functional Groups; Synthesis of Aromatic Target Molecules; Synthesis of Compounds Containing Rings; and Predicting and Controlling Stereochemistry, the book covers everything students need to successfully perform retrosynthetic analyses of target molecule synthesis. Starting with a review of functional group transformations, reagents, and reaction mechanisms, the book demonstrates how to plan a synthesis, explaining functional group analysis and strategic disconnections. Incorporating a review of the organic reactions covered, it also demonstrates each reaction from a synthetic chemist's point of view, to provide students with a clearer understanding of how retrosynthetic disconnections are made. Including detailed solutions to over 300 problems, worked-through examples and end-of-chapter comprehension problems, Introduction to Strategies for Organic Synthesis serves as a stepping stone for students with an introductory knowledge of organic chemistry looking to progress to more advanced synthetic concepts and methodologies.

Author : Jeremy Robertson
Publisher : Oxford University Press, USA
Page : 96 pages
File Size : 55,7 Mb
Release : 2000
Category : Science
ISBN : 0198502753

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Protecting Group Chemistry by Jeremy Robertson Pdf

Protecting Group Chemistry provides an overview of the general methods that are used to block the reactivity of - i.e. protect - specific functional grops thus allowing others, present within the same molecule, to be manipulated unambiguously. An introductory chapter outlines protecting group strategy, relevant aspects of functional group reactivity, temporary protection, and introduces the concept of protecting group devices as an aid to unifying the wide range of available methods. Therest of the book is divided on the basis of broad classes of the experimental conditions that lead to cleavage of each protecting group (acid/electrophile, base/nucleophile, oxidising or reducing agent). The treatment differs from traditional texts in that it places the emphasis on making a connection between the fundamental mechanisms of organic chemsitry - ionisation, substitution, addition, elimination, oxidation and reduction, etc. - and how a particular protecting group can best be selected in a given situation.

Author : Laurie S. Starkey
Publisher : John Wiley & Sons
Page : 439 pages
File Size : 53,9 Mb
Release : 2018-05-01
Category : Science
ISBN : 9781119347248

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Introduction to Strategies for Organic Synthesis by Laurie S. Starkey Pdf

Bridging the Gap Between Organic Chemistry Fundamentals and Advanced Synthesis Problems Introduction to Strategies of Organic Synthesis bridges the knowledge gap between sophomore-level organic chemistry and senior-level or graduate-level synthesis to help students more easily adjust to a synthetic chemistry mindset. Beginning with a thorough review of reagents, functional groups, and their reactions, this book prepares students to progress into advanced synthetic strategies. Major reactions are presented from a mechanistic perspective and then again from a synthetic chemist’s point of view to help students shift their thought patterns and teach them how to imagine the series of reactions needed to reach a desired target molecule. Success in organic synthesis requires not only familiarity with common reagents and functional group interconversions, but also a deep understanding of functional group behavior and reactivity. This book provides clear explanations of such reactivities and explicitly teaches students how to make logical disconnections of a target molecule. This new Second Edition of Introduction to Strategies for Organic Synthesis: Reviews fundamental organic chemistry concepts including functional group transformations, reagents, stereochemistry, and mechanisms Explores advanced topics including protective groups, synthetic equivalents, and transition-metal mediated coupling reactions Helps students envision forward reactions and backwards disconnections as a matter of routine Gives students confidence in performing retrosynthetic analyses of target molecules Includes fully-worked examples, literature-based problems, and over 450 chapter problems with detailed solutions Provides clear explanations in easy-to-follow, student-friendly language Focuses on the strategies of organic synthesis rather than a catalogue of reactions and modern reagents The prospect of organic synthesis can be daunting at the outset, but this book serves as a useful stepping stone to refresh existing knowledge of organic chemistry while introducing the general strategies of synthesis. Useful as both a textbook and a bench reference, this text provides value to graduate and advanced undergraduate students alike.