Silicon-mediated Transformations of Functional Groups
(Sprache: Englisch)
In the first work to comprehensively cover this all-important topic, the recognized expert Helmut Vorbrüggen provides both organic and bioorganic chemists with much new and valuable information for preparative synthesis.Although every organic chemist may be...
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In the first work to comprehensively cover this all-important topic, the recognized expert Helmut Vorbrüggen provides both organic and bioorganic chemists with much new and valuable information for preparative synthesis.Although every organic chemist may be familiar with different aspects of silylation for the protection of functional groups, this book covers the concept of protection while simultaneously silylating-activating various functional groups, such as amides and ureas. This novel methodology opens thus numerous synthetic pathwayswhile effecting the elimination of water in it volatile persilylated form under rather mild reaction conditions, which are often advantageous compared to conventional methods.The compact form and clear structure of this monograph make this a long-awaited ready reference.From the contents:Introduction* Techniques of Preparative Silylations-Desilylations* Preparation and Properties of Siliconoxy-Leaving Groups* Reactions of Free and Derivatized Carboxylic Acids and Carbon Dioxide* Reactions of Aldehydes and Ketones* Reactions of Alcohols, Ethers and Epoxides* Reaction of N-O Systems* Reactions of S-O and Se-O Systems* Cyclizations and Ring Enlargements* Base and Acid-Catalyzed as well as Thermal Eliminations of Trimethylsilanol. Peterson Reactions* Formation of Carbon-Phosphorous Double- and Triple Bonds* Reductions and Oxidations* Dehydration-Activation as well as Silylation of Inorganic and Organic Salts and Metalorganic Compounds* Formation of Polymers
In the first work to comprehensively cover this all-important topic, the recognized expert Helmut Vorbrüggen provides both organic and bioorganic chemists with much new and valuable information for preparative synthesis.
Although every organic chemist may be familiar with different aspects of silylation for the protection of functional groups, this book covers the concept of protection while simultaneously silylating-activating various functional groups, such as amides and ureas. This novel methodology opens thus numerous synthetic pathways while effecting the elimination of water in it volatile persilylated form under rather mild reaction conditions, which are often advantageous compared to conventional methods.
The compact form and clear structure of this monograph make this a long-awaited ready reference.
From the contents:
- Introduction
- Techniques of Preparative Silylations-Desilylations
- Preparation and Properties of Siliconoxy-Leaving Groups
- Reactions of Free and Derivatized Carboxylic Acids and Carbon Dioxide
- Reactions of Aldehydes and Ketones
- Reactions of Alcohols, Ethers and Epoxides
- Reaction of N-O Systems
- Reactions of S-O and Se-O Systems
- Cyclizations and Ring Enlargements
- Base and Acid-Catalyzed as well as Thermal Eliminations of Trimethylsilanol. Peterson Reactions
- Formation of Carbon-Phosphorous Double- and Triple Bonds
- Reductions and Oxidations
- Dehydration-Activation as well as Silylation of Inorganic and Organic Salts and Metalorganic Compounds
- Formation of Polymers
Silylgruppen werden vor allem in der Schutzgruppenchemie in vielfältiger Weise eingesetzt. Aber neben dieser wohl bekanntesten Funktion können Silylgruppen auch verschiedenste funktionelle Gruppen in einer Reaktion aktivieren und dem Chemiker bei der Synthese viele Vorteile bringen. Ausserdem lässt sich mit ihrem Einsatz häufig das während der Reaktion entstehende Wasser auf elegante Art eliminieren und somit kann auf drastische Reinigungsbedingungen verzichtet werden.
- erstmalige Zusammenfassung dieses wichtigen Themas
- Helmut Vorbrüggen ist anerkannter Fachmann auf diesem Gebiet
- bietet sowohl Organikern als auch Bioorganikern viele wertvolle Informationen für die präparative Synthese
- kompakte und übersichtliche Gliederung garantiert schnelle Orientierung
Although every organic chemist may be familiar with different aspects of silylation for the protection of functional groups, this book covers the concept of protection while simultaneously silylating-activating various functional groups, such as amides and ureas. This novel methodology opens thus numerous synthetic pathways while effecting the elimination of water in it volatile persilylated form under rather mild reaction conditions, which are often advantageous compared to conventional methods.
The compact form and clear structure of this monograph make this a long-awaited ready reference.
From the contents:
- Introduction
- Techniques of Preparative Silylations-Desilylations
- Preparation and Properties of Siliconoxy-Leaving Groups
- Reactions of Free and Derivatized Carboxylic Acids and Carbon Dioxide
- Reactions of Aldehydes and Ketones
- Reactions of Alcohols, Ethers and Epoxides
- Reaction of N-O Systems
- Reactions of S-O and Se-O Systems
- Cyclizations and Ring Enlargements
- Base and Acid-Catalyzed as well as Thermal Eliminations of Trimethylsilanol. Peterson Reactions
- Formation of Carbon-Phosphorous Double- and Triple Bonds
- Reductions and Oxidations
- Dehydration-Activation as well as Silylation of Inorganic and Organic Salts and Metalorganic Compounds
- Formation of Polymers
Silylgruppen werden vor allem in der Schutzgruppenchemie in vielfältiger Weise eingesetzt. Aber neben dieser wohl bekanntesten Funktion können Silylgruppen auch verschiedenste funktionelle Gruppen in einer Reaktion aktivieren und dem Chemiker bei der Synthese viele Vorteile bringen. Ausserdem lässt sich mit ihrem Einsatz häufig das während der Reaktion entstehende Wasser auf elegante Art eliminieren und somit kann auf drastische Reinigungsbedingungen verzichtet werden.
- erstmalige Zusammenfassung dieses wichtigen Themas
- Helmut Vorbrüggen ist anerkannter Fachmann auf diesem Gebiet
- bietet sowohl Organikern als auch Bioorganikern viele wertvolle Informationen für die präparative Synthese
- kompakte und übersichtliche Gliederung garantiert schnelle Orientierung
Inhaltsverzeichnis zu „Silicon-mediated Transformations of Functional Groups “
IntroductionTechniques of Preparative Silylation and DesilylationsPreparation and Properties of Siliconoxy-Leaving GroupsReactions of Free and Derivatized Carboxylic Acids and CarbonatesReactions of Aldehydes and KetonesReactions of Alcohols, Ethers and EpoxidesReactions of N-O SystemsReactions of S-O and Se-O SystemsCyclizations and Ring EnlargementsAcid- and Base (Fluoride) Catalyzed Eliminations of Trimethylsilanol and Trimethylsilyl FluorideFormation of Carbon-Phosphorous Double- and Triple BondsReductions and OxidationsDehydration-Activation as well as Silylation of Metalorganic Compounds and of Inorganic SaltsFormation of Polymers
Autoren-Porträt von Helmut Vorbrueggen
Helmut Vorbrüggen Born in 1930, Helmut Vorbrüggen received his Ph.D. in organic chemistry at the University of Göttingen, Germany, working with H. Brockmann (1956-1958). He held research assistant positions at the Royal Institute of Technology in Stockholm, Sweden with H. Erdtman, at Stanford University, California, USA with C. Djerassi, and at the Woodward Research Institute in Basel, Switzerland with R.B. Woodward. From 1966 until 1995 he was department head at central research of Schering AG in Berlin, Germany, as well as from 1973-1994 Adjunct Professor of Organic Chemistry at the Technical University, Berlin and from 1995-2004, Visiting Professor at the Department of Organic Chemistry, Free University, Berlin. Professor Vorbrüggen is the author and editor of more than 120 articles, reviews, and monographs and has introduced new synthetic methods as well as new reagents such as trimethylsilyl triflate into preparative organic chemistry.
Bibliographische Angaben
- Autor: Helmut Vorbrueggen
- 2004, XII, 366 Seiten, 548 Schwarz-Weiss-Abbildungen, Masse: 17 x 24 cm, Gebunden, Englisch
- Verlag: Wiley-VCH
- ISBN-10: 3527306684
- ISBN-13: 9783527306688
- Erscheinungsdatum: 25.08.2004
Sprache:
Englisch
Rezension zu „Silicon-mediated Transformations of Functional Groups “
"Das vorliegende Buch vermittelt einen sehr umfassenden, breiten Überblick über unterschiedliche Reagenzien und Reaktionen und ihre Anwendungsgebiete. ... ein sehr gutes Nachschlagewerk, das etliche, alternative Umsetzungen für viele Synthese-Probleme zeigt."www.organische-chemie.ch"Für Synthesechemiker birgt das Buch eine Vielzahl an wertvollen Informationen und Anregungen, die aufzeigen, wie Silylgruppen nicht nur als Schutzgruppen, sondern auch als aktivierende Gruppen in organisch-chemischen Transformationen gewinnbringend einzusetzen sind."Angewandte Chemie
Pressezitat
"This handbook is a clear, compact compilation ... an essential practical and reference book for the research chemist." Applied Organometallic Chemistry"This monograph contains a lot of valuable information and stimulating ideas, which show how the chemist engaged in synthesis can profitably use silyl groups not only as protecting groups but also as activating groups in organic transformations." Angewandte Chemie I.E."...very informative and should be of great interest to practicing organic chemists."Journal of the American Chemical Society"In summary, this book represents a very valuable reference for the covered fields. It is recommended for every good library collection and will surely find a place on the shelves of the scientists acting in that area." Synthesis
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