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Modern Catalytic Methods for Organic Synthesis with Diazo Compounds

by Michael P. Doyle, M. Anthony McKervey, Tao Ye

Alpha-diazocarbonyl compounds are used in syntheses which produce drugs, agrichemicals, pesticides and other compounds. The chemistry of these compounds is widely recognized to have significant synthetic importance.

FORMAT
Hardcover
LANGUAGE
English
CONDITION
Brand New


Publisher Description

This much-needed resource brings together a wealth of procedures for the synthesis and practical use of diazocarbonyl compounds. It features methods for the preparation of important catalysts and for applications of diazocarbonyl compounds within each of the main transformation categories-including in-depth coverage of cyclopropanation, C-H and X-H insertion, Wolff rearrangement, ylide formation, aromatic cycloaddition and substitution, and many other useful reactions.

Written by leading experts in the field, this book contains cutting-edge material on highly enantioselective transformations, and presents new ways of thinking about diazocarbonyl compounds and their applications, from donor-acceptor cyclopropanes in organic synthesis to macrocyclic cyclopropanation.

Complete with illustrative examples of procedures in each chapter, clear diagrams, and a detailed bibliography, this practical reference gives readers the tools they need to put diazocarbonyl compounds to work for their own projects-an invaluable source of guidance for synthetic organic chemists, chemical scientists, and advanced students.

Back Cover

This much-needed resource brings together a wealth of procedures for the synthesis and practical use of diazocarbonyl compounds. It features methods for the preparation of important catalysts and for applications of diazocarbonyl compounds within each of the main transformation categories—including in-depth coverage of cyclopropanation, C-H and X-H insertion, Wolff rearrangement, ylide formation, aromatic cycloaddition and substitution, and many other useful reactions. Written by leading experts in the field, this book contains cutting-edge material on highly enantioselective transformations, and presents new ways of thinking about diazocarbonyl compounds and their applications, from donor-acceptor cyclopropanes in organic synthesis to macrocyclic cyclopropanation. Complete with illustrative examples of procedures in each chapter, clear diagrams, and a detailed bibliography, this practical reference gives readers the tools they need to put diazocarbonyl compounds to work for their own projects—an invaluable source of guidance for synthetic organic chemists, chemical scientists, and advanced students.

Flap

This much-needed resource brings together a wealth of procedures for the synthesis and practical use of diazocarbonyl compounds. It features methods for the preparation of important catalysts and for applications of diazocarbonyl compounds within each of the main transformation categories-including in-depth coverage of cyclopropanation, C-H and X-H insertion, Wolff rearrangement, ylide formation, aromatic cycloaddition and substitution, and many other useful reactions. Written by leading experts in the field, this book contains cutting-edge material on highly enantioselective transformations, and presents new ways of thinking about diazocarbonyl compounds and their applications, from donor-acceptor cyclopropanes in organic synthesis to macrocyclic cyclopropanation. Complete with illustrative examples of procedures in each chapter, clear diagrams, and a detailed bibliography, this practical reference gives readers the tools they need to put diazocarbonyl compounds to work for their own projects-an invaluable source of guidance for synthetic organic chemists, chemical scientists, and advanced students.

Author Biography

MICHAEL P. DOYLE, PhD, was D. R. Semmes Professor of Chemistry at Trinity University in San Antonio, Texas, and is currently Professor of Chemistry at the University of Arizona in Tucson. M.

ANTHONY McKERVEY, PhD, is Professor of Chemistry and Director of QUCHEM at Queen's University in Belfast, Northern Ireland. TAO YE, PhD, is a Postdoctoral Fellow in the Department of Chemistry at the University of Nottingham in Great Britain.

Table of Contents

Synthesis of Alpha-Diazocarbonyl Compounds.

Catalysts for Metal Carbene Transformations.

Insertion Reactions.

Intermolecular Cyclopropanation and Related Addition Reactions.

Intramolecular Cyclopropanation and Related Addition Reactions.

Cycloaddition and Substitution Reactions with Aromatic and Heteroaromatic Compounds.

Generation and Reactions of Ylides from Diazocarbonyl Compounds.

X-H Insertion Reactions of Diazocarbonyl Compounds (X = N,O,S,Se,P, Halogen).

The Wolff Rearrangement and Related Reactions.

Reactions of Alpha-Diazocarbonyl Compounds with Aldehydes and Ketones.

Acid-Promoted Cyclization of Unsaturated and Aromatic Diazo Ketones.

Miscellaneous Diazocarbonyl Reactions.

Index.

Long Description

This much-needed resource brings together a wealth of procedures for the synthesis and practical use of diazocarbonyl compounds. It features methods for the preparation of important catalysts and for applications of diazocarbonyl compounds within each of the main transformation categories-including in-depth coverage of cyclopropanation, C-H and X-H insertion, Wolff rearrangement, ylide formation, aromatic cycloaddition and substitution, and many other useful reactions. Written by leading experts in the field, this book contains cutting-edge material on highly enantioselective transformations, and presents new ways of thinking about diazocarbonyl compounds and their applications, from donor-acceptor cyclopropanes in organic synthesis to macrocyclic cyclopropanation. Complete with illustrative examples of procedures in each chapter, clear diagrams, and a detailed bibliography, this practical reference gives readers the tools they need to put diazocarbonyl compounds to work for their own projects-an invaluable source of guidance for synthetic organic chemists, chemical scientists, and advanced students.

Feature

The synthetic processes discussed are used commercially by companies such as ICI, Sumitomo Chemical Industry and Merck Includes the complete citations that are now needed for completing research grant applications.

Details

ISBN0471135569
Author Tao Ye
Pages 652
Language English
ISBN-10 0471135569
ISBN-13 9780471135562
Media Book
Format Hardcover
Illustrations Yes
Year 1998
Subtitle From Cyclopropanes to Ylides
Place of Publication New York
Country of Publication United States
Edition 1st
Short Title MODERN CATALYTIC METHODS FOR O
DOI 10.1604/9780471135562
UK Release Date 1998-01-26
AU Release Date 1998-01-05
NZ Release Date 1998-01-05
Publisher John Wiley & Sons Inc
Publication Date 1998-01-26
Imprint Wiley-Interscience
DEWEY 547.25
Audience Undergraduate
US Release Date 1998-01-26

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