Aziridines and Epoxides in Organic Synthesis

Inbunden, Engelska, 2006

Av Editor:Andrei K. Yudin, Andrei K. Yudin, Canada) Yudin, Andrei K. (University of Toronto, Chemistry Department, Ontario

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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 moleculesA high-quality reference manual for academic and industrial chemists alike.

Produktinformation

Utgivningsdatum2006-01-20
Mått178 x 246 x 31 mm
Vikt1 093 g
FormatInbunden
SpråkEngelska
Antal sidor516
FörlagWiley-VCH Verlag GmbH
ISBN9783527312139

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Organisk kemi inom Naturvetenskap och teknik

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.

ASYMMETRIC SYNTHESIS OF EPOXIDES AND AZIRIDINES FROM ALDEHYDES AND IMINESAsymmetric Epoxidation of Carbonyl CompoundsAsymmetric Aziridination of IminesVINYLAZIRIDINES IN ORGANIC SYNTHESISDirect Synthesis of VinylaziridinesRing-opening Reactions with NucleophilesIsomerization Including RearrangementCycloadditionElectron Transfer to VinylaziridinesASYMMETRIC SYNTHESES WITH AZIRIDINECARBOXYLATE AND AZIRIDINEPHOSPHONATE BUILDING BLOCKSPreparation of Aziridine-2-carboxylates and Aziridine-2-phosphonatesReactions of Aziridine-2-carboxylates and Aziridine-2-phosphonatesApplications in Natural Product SynthesesSYNTHESIS OF AZIRIDINESOverview and General FeaturesMETALATED EPOXIDES AND AZIRIDINES IN SYNTHESISMetalated EpoxidesMetalated AziridinesMETAL-CATALYZED SYNTHESIS OF EPOXIDESOxidants Available for Selective Transition Metal-catalyzed EpoxidationEpoxidations of Olefins Catalyzed by Early Transition MetalsChromium-, Molybdenum-, and Tungsten-catalyzed EpoxidationsManganese-catalyzed EpoxidationsRhenium-catalyzed EpoxidationsIron-catalyzed EpoxidationsRuthenium-catalyzed EpoxidationsCATALYTIC ASYMMETRIC EPOXIDE RING-OPENING CHEMISTRYEnantioselective Nucleophilic Addition to Meso-EpoxidesKinetic Resolution of Racemic EpoxidesEnantioselective Rearrangements of EpoxidesEPOXIDES IN COMPLEX MOLECULE SYNTHESISSynthesis of Complex Molecules by Intramolecular Ring-opening of Epoxides with HeteronucleophilesSynthesis of Complex Molecules by Ring-opening of Epoxides with C-NucleophilesEpoxy GlycalsSynthesis of Complex Molecules by Rearrangement Reactions of EpoxidesVINYLEPOXIDES IN ORGANIC SYNTHESISSynthesis of VinylepoxidesTransformations of VinylepoxidesTHE BIOSYNTHESIS OF EPOXIDESCytochrome P450 MonooxygenasesFlavin-dependent EpoxidasesDioxygenasesEpoxidation through DehydrogenationDehalogenasesAZIRIDINE NATURAL PRODUCTS -DISCOVERY, BIOLOGICAL ACTIVITY AND BIOSYNTHESISMitomycins and Related Natural ProductsThe AzinomycinsOther Aziridine Natural ProductsEPOXIDES AND AZIRIDINES IN CLICK CHEMISTRYEpoxides in Click ChemistryAziridines in Click ChemistryAziridinium Ions in Click Chemistry