Overview

Aziridines and epoxides are among the most widely used intermediates in organic synthesis, acting as precursors to complex molecules due to the strains incorporated in their skeletons. Besides their importance as reactive intermediates, many biologically active compounds also contain these three-membered rings. Filling a gap in the literature, this clearly structured book presents the much needed information in a compact and concise way. The renowned editor has succeeded in gathering together excellent authors to cover synthesis, applications, and the biological aspects in equal depth. Divided roughly equally between aziridines and epoxides, the twelve chapters discuss: * Synthesis of aziridines * Nucleophilic ring-opening of aziridines and epoxides * Organic synthesis with aziridine building blocks * Vinyl aziridines in organic synthesis * Diastereoselective aziridination reagents * Synthetic aspects of aziridinomitocene chemistry * Biosynthesis of biologically important aziridines * Organic catalysis of epoxide and aziridine ring formation * Metal-mediated synthesis of epoxides * Asymmetric epoxide ring opening chemistry * Epoxides in complex molecule synthesis * Biological activity of epoxide-containing molecules A high-quality reference manual for academic and industrial chemists alike.

Full Product Details

Author:   Andrei K. Yudin (University of Toronto, Chemistry Department, Ontario, Canada)
Publisher:   Wiley-VCH Verlag GmbH
Imprint:   Blackwell Verlag GmbH
Dimensions:   Width: 17.80cm , Height: 3.10cm , Length: 24.60cm
Weight:   1.093kg
ISBN:  

9783527312139

ISBN 10:   3527312137
Pages:   516
Publication Date:   20 January 2006
Audience:   Professional and scholarly ,  Professional & Vocational
Format:   Hardback
Publisher's Status:   Active
Availability:   Out of stock  
The supplier is temporarily out of stock of this item. It will be ordered for you on backorder and shipped when it becomes available.

Table of Contents

ASYMMETRIC SYNTHESIS OF EPOXIDES AND AZIRIDINES FROM ALDEHYDES AND IMINES Asymmetric Epoxidation of Carbonyl Compounds Asymmetric Aziridination of Imines VINYLAZIRIDINES IN ORGANIC SYNTHESIS Direct Synthesis of Vinylaziridines Ring-opening Reactions with Nucleophiles Isomerization Including Rearrangement Cycloaddition Electron Transfer to Vinylaziridines ASYMMETRIC SYNTHESES WITH AZIRIDINECARBOXYLATE AND AZIRIDINEPHOSPHONATE BUILDING BLOCKS Preparation of Aziridine-2-carboxylates and Aziridine-2-phosphonates Reactions of Aziridine-2-carboxylates and Aziridine-2-phosphonates Applications in Natural Product Syntheses SYNTHESIS OF AZIRIDINES Overview and General Features METALATED EPOXIDES AND AZIRIDINES IN SYNTHESIS Metalated Epoxides Metalated Aziridines METAL-CATALYZED SYNTHESIS OF EPOXIDES Oxidants Available for Selective Transition Metal-catalyzed Epoxidation Epoxidations of Olefins Catalyzed by Early Transition Metals Chromium-, Molybdenum-, and Tungsten-catalyzed Epoxidations Manganese-catalyzed Epoxidations Rhenium-catalyzed Epoxidations Iron-catalyzed Epoxidations Ruthenium-catalyzed Epoxidations CATALYTIC ASYMMETRIC EPOXIDE RING-OPENING CHEMISTRY Enantioselective Nucleophilic Addition to Meso-Epoxides Kinetic Resolution of Racemic Epoxides Enantioselective Rearrangements of Epoxides EPOXIDES IN COMPLEX MOLECULE SYNTHESIS Synthesis of Complex Molecules by Intramolecular Ring-opening of Epoxides with Heteronucleophiles Synthesis of Complex Molecules by Ring-opening of Epoxides with C-Nucleophiles Epoxy Glycals Synthesis of Complex Molecules by Rearrangement Reactions of Epoxides VINYLEPOXIDES IN ORGANIC SYNTHESIS Synthesis of Vinylepoxides Transformations of Vinylepoxides THE BIOSYNTHESIS OF EPOXIDES Cytochrome P450 Monooxygenases Flavin-dependent Epoxidases Dioxygenases Epoxidation through Dehydrogenation Dehalogenases AZIRIDINE NATURAL PRODUCTS - DISCOVERY, BIOLOGICAL ACTIVITY AND BIOSYNTHESIS Mitomycins and Related Natural Products The Azinomycins Other Aziridine Natural Products EPOXIDES AND AZIRIDINES IN CLICK CHEMISTRY Epoxides in Click Chemistry Aziridines in Click Chemistry Aziridinium Ions in Click Chemistry

Reviews

... should therefore be included in the library of every chemistry department. Experts in the field of catalysis and organic synthesis in both academia and industry will value the book as a very important spring-loaded source of information. Angewandte Chemie

... should therefore be included in the library of every chemistry department. Experts in the field of catalysis and organic synthesis in both academia and industry will value the book as a very important spring-loaded source of information. Angewandte Chemie

Author Information

Professor Andrei K. Yudin obtained his PhD degree at the University of Southern California under the direction of Professors G. K. Surya Prakash and George A. Olah. He then took up a post-doctoral position in the laboratory of Professor K. Barry Sharpless at the Scripps Research Institute. In 1998, he started his independent career at the University of Toronto. His research interests are in transition metal catalysis, development of novel synthetic methods, and synthesis of complex heterocycles of biological significance.

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