Modern Catalytic Methods for Organic Synthesis with Diazo Compounds: From Cyclopropanes to Ylides

ISBN-13: 9780471135562 / Angielski / Twarda / 1998 / 652 str.

Michael Doyle; Michael P. Doyle;McKervey

Opis

Coverage of those features of the chemistry of diazocarbonyl compounds that characterize their enduring versatility as intermediates for organic synthesis. Emphasis is given to synthetic applications and preparations of catalysts with sample handling procedures provided throughout the text. In addition, interpretations are included to develop a predictive basis for synthesis.

Spis treści

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.

O autorze

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.

Blurb

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.