Boronic Acids, 2 Vols. - Preparation and Applications in Organic Synthesis and Medicine

Following the huge success of the first edition, which has become THE reference source for everyone working in the field, this long-awaited, completely updated edition features almost 50% new content.The world-renowned chemist Prof Dennis Hall is joined by a select group of top authors to cover all modern aspects of boronic acid derivatives in one comprehensive handbook. The experimental procedures described make for extremely useful reading. From the reviews of the first edition: "...deserves to be on the bookshelf of all synthetic chemists, whether in discovery or process chemistry."

Sommario

VOLUME 1PrefaceSTRUCTURE, PROPERTIES, AND PREPARATION OF BORONIC ACID DERIVATIVES: OVERVIEW OF THEIR REACTIONS AND APPLICATIONSIntroduction and Historical BackgroundStructure and Properties of Boronic Acid DerivativesPreparation of Boronic Acids and Their EstersIsolation and CharacterizationOverview of the Reactions of Boronic Acid DerivativesOverview of Other Applications of Boronic Acid DerivativesMETAL-CATALYZED BORYLATION OF C-H AND C-HALOGEN BONDS OF ALKANES, ALKENES, AND ARENES FOR THE SYNTHESIS OF BORONIC ESTERSIntroductionBorylation of Halides and Triflates via Coupling of H-B and B-B CompoundsBorylation via C-H ActivationCatalytic CycleSummaryTRANSITION METAL-CATALYZED ELEMENT-BORYL ADDITIONS TO UNSATURATED ORGANIC COMPOUNDSIntroductionDiborationSilaborationCarboborationMiscellaneous Element-Boryl AdditionsConclusionsTHE CONTEMPORARY SUZUKI-MIYAURA REACTIONIntroductionDevelopments Made in the Coupling of Nontrivial SubstratesAsymmetric Suzuki-Miyaura Cross-CouplingsIterative Suzuki-Miyaura Cross-CouplingsConclusions and Future OutlookRHODIUM- AND PALLADIUM-CATALYZED ASYMMETRIC CONJUGATE ADDITIONS OF ORGANOBORONIC ACIDSIntroductionRh-Catalyzed Enantioselective Conjugate Addition of Organoboron ReagentsPd-Catalyzed Enantioselective Conjugate Addition of Organoboron ReagentsConclusionsRECENT ADVANCES IN CHAN-LAM COUPLING REACTION: COPPER-PROMOTED C-HETEROATOM BOND CROSS-COUPLING REACTIONS WITH BORONIC ACIDS AND DERIVATIVESGeneral IntroductionC-O Cross-Coupling with Arylboronic AcidsC-N Cross-Coupling with Arylboronic AcidsSubstrate Selectivity and Reactivity in Chan-Lam Cross-Coupling ReactionC-N and C-O Cross-Coupling with Alkenylboronic AcidsC-N and C-O Cross-Coupling with Boronic Acid DerivativesC-S and C-Se/C-Te Cross-CouplingMechanistic ConsiderationsOther OrganometalloidsConclusionVOLUME 2TRANSITION METAL-CATALYZED DESULFITATIVE COUPLING OF THIOORGANIC COMPOUNDS WITH BORONIC ACIDSGeneral IntroductionBoronic Acid-Thioorganic C-S Desulfitative Cross-Couplings Using Catalytic Nickel or PalladiumThioorganic C-S Desulfitative Cross-Couplings Using Only Catalytic CopperMiscellaneousConclusionsCATALYTIC ADDITIONS OF ALLYLIC BORONATES TO CARBONYL AND IMINE DERIVATIVESIntroductionAdditions to AldehydesAdditions to KetonesAdditions to Imine DerivativesConclusionsRECENT ADVANCES IN NUCLEOPHILIC ADDITION REACTIONS OF ORGANOBORONIC ACIDS AND THEIR DERIVATIVES TO UNSATURATED C-N FUNCTIONALITIESIntroductionRecent Advances in the Petasis Borono-Mannich ReactionReactions of N-Acyliminium Ions with Organoboronic Acids and Their DerivativesAdvances in Metal-Catalyzed Additions with Organoboronic Acids and Their DerivativesConclusionsASYMMETRIC HOMOLOGATION OF BORONIC ESTERS WITH LITHIATED CARBAMATES, EPOXIDES, AND AZIRIDINESIntroductionLithiated Primary Alkyl Carbamates for the Homologation of Boranes and Boronic EstersLithiated Secondary Carbamates for the Homologation of Boranes and Boronic EstersBenzylic N-Linked Lithiated Carbamates for the Homologation of TrialkylboranesLithiated Epoxides for the Homologation of Boronic EstersLithiated Aziridines for the Homologation of Boronic EstersConclusionsORGANOTRIFLUOROBORATES: ORGANOBORON REAGENTS FOR THE TWENTY-FIRST CENTURYIntroductionSynthetic Approaches to OrganotrifluoroboratesElaboration of Organotrifluoroborates via Transformations of Pendant Functional GroupsTransition Metal-Catalyzed ProcessesMiscellaneous Reactions of OrganotrifluoroboratesCarbon-Carbon Bond-Forming Reactions with Activated ElectrophilesConclusionsBORATE AND BORONIC ACID DERIVATIVES AS CATALYSTS IN ORGANIC SYNTHESISIntroductionNonchiral Boron-Based CatalysisChiral Boron-Based CatalysisConclusionAPPLICATIONS OF BORONIC ACIDS IN CHEMICAL BIOLOGY AND MEDICINAL CHEMISTRYIntroductionBoronic Acids as Potential Medicinal AgentsProbes for Detecting Reactive Oxygen SpeciesMRI and PET Agents for in vivo Carbohydrate ImagingCarbohydrate Biomarker Binding Agents and SensorsConclusionsBORONIC ACIDS IN MATERIALS CHEMISTRYIntroductionLinear Boronate-Linked MaterialsMacrocycles and CagesNetworksSummary and Outlook

Info autore

Dennis G. Hall is a Professor of Chemistry at the University of Alberta (Edmonton, Canada). He was born in 1968 in northern Quebec, Canada, and was educated at Université de Sherbrooke, obtaining his Ph.D. in 1995 under the direction of Prof. Pierre Deslongchamps. Hall was an NSERC Postdoctoral Fellow in the laboratory of Prof. Peter G. Schultz in the Department of Chemistry at the University of California, Berkeley, and initiated his independent career in 1997. The unifying theme of his research program is the development of new synthetic and biological applications of organoboronic acid derivatives. Ongoing projects in his laboratory cover a wide range of topics, including stereocontrolled allylation methodology, multicomponent reactions, solid-phase organic synthesis, combinatorial chemistry and oligosaccharide recognition. His recent awards include a Petro-Canada Young Innovator Award (2003), the AstraZeneca Award in Chemistry (2003), and the University of Alberta's Martha Cook Piper Research Prize (2004). He is a Fellow of the Canadian Institute of Chemistry.

Riassunto

Following the huge success of the first edition, which has become THE reference source for everyone working in the field, this long-awaited, completely updated edition features almost 50% new content.
The world-renowned chemist Prof Dennis Hall is joined by a select group of top authors to cover all modern aspects of boronic acid derivatives in one comprehensive handbook. The experimental procedures described make for extremely useful reading.
From the reviews of the first edition: "...deserves to be on the bookshelf of all synthetic chemists, whether in discovery or process chemistry."

Relazione

"Da die synthetische Nützlichkeit von Boronsäuren und Derivaten im Buch eindrücklich beschrieben wird, erhält der Leser auf jeden Fall einigen Benefit für eigene Ideen, auch wenn er nicht sofort alle präsentierten Reaktionstypen nutzt."http://www.organische-chemie.ch/"...eine hervorragende Monographie zur Chemie der Boronsäuren, die geeignet ist, den Forschungen auf diesem Gebiet neue Impulse zu verleihen. Es war das erklärte Ziel des Herausgebers, die erste umfassende Monographie über die Chemie und biologischen Eigenschaften von Boronsäuren vorzulegen. Dies ist ihm hervorragend gelungen, und angesichts der rasanten Entwicklungen auf diesem Gebiet wird wohl bald eine zweite Ausgabe folgen."Angewandte Chemie

Dettagli sul prodotto

• Autori: Dennis G. Hall
• Con la collaborazione di: Denni G Hall (Editore), Dennis G Hall (Editore), Dennis G. Hall (Editore)
• Editore: Wiley-VCH
• Lingue: Inglese
• Formato: Prodotto multimediale
• Pubblicazione: 01.11.2011
• EAN: 9783527325986
• ISBN: 978-3-527-32598-6
• Pagine: 704
• Dimensioni: 175 mm x 247 mm x 44 mm
• Peso: 1674 g
• Illustrazioni: 199 SW-Abb., 19 Tabellen
• Categorie: Scienze naturali, medicina, informatica, tecnica > Chimica > Chimica organica; Chemie, Organische Chemie, CHEMISCHE SYNTHESE, chemistry, Industrial Chemistry, Technische u. Industrielle Chemie, Pharmaceutical & Medicinal Chemistry, Pharmazeutische u. Medizinische Chemie, Methods - Synthesis & Techniques, Organische Chemie / Methoden, Synthesen, Verfahren, Bor, Boronsäure