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Handbook of Cyclization Reactions

Hardcover

$530.25

Handbook of Cyclization Reactions

Shengming Ma (Editor)

ISBN: 978-3-527-32088-2 December 2009 1288 Pages

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Description

The ultimate and only reference source in this field, this handbook discusses the latest advances on the reactions leading to the formation of cyclic structures and includes chapters presenting the most synthetically attractive cyclization reactions.
Leading chemists from around the world provide authoritative first-hand information, including experimental procedures that offer readers valuable practical information that is otherwise unavailable.
An aid for every organic chemist in grasping and applying these new reactions.
VOLUME 1:

Preface
ASYMMETRIC CATALYSIS OF DIELS-ALDER REACTION
Introduction
Asymmetric Diels-Alder Reaction
Asymmetric Oxa-Diels-Alder Reaction
Representative Applications in Total Synthesis
Conclusion
Experimental: Selected Procedures
CATALYTIC ASYMMETRIC AZA DIELS-ALDER REACTIONS
Introduction
Chiral Lewis Acid Catalysis
Chiral Organocatalysis
Conclusion
Experimental: Selected Procedures
1,3-DIPOLOAR CYCLOADDITION
Introduction
Nitrones
Azomethine Ylides
Azomethine Imines
Carbonyl Ylides
Nitrile Oxides and Nitrile Imines
Diazo Compounds
Conclusions
Experimental: Selected Experimental
INTRAMOLECULAR 1,2-ADDITION AND 1,4-ADDITION REACTIONS
Introduction
Cyclization via Intramolecular 1,2-Addition Reactions
Cyclization via Intramolecular 1,4-Addition Reactions
Conclusion and Perspectives
Experimental: Selected Procedures
CYCLIC CARBOMETALLATION OF ALKENES, ARENES, ALKYNES AND ALLENES
Introduction
Carbometallation of Alkenes
Alkyne Carbometallation
Carbometallations of Arenes
Carbometallations of Allenes
Multiple Cyclization Reactions
Acylpalladations
Conclusion
Experimental: Selected Procedures
TRANSITION METAL-CATALYZED INTRAMOLECULAR ALLYLATION REACTIONS
Introduction
Palladium-Catalyzed Intramolecular Allylation Reactions
Iridium-Catalyzed Intramolecular Allylation Reactions
Ni-Catalyzed Intramolecular Allylation Reactions
Rh-Catalyzed Intramolecular Allylation Reactions
Conclusion and Perspectives
Experimental: Selected Procedures
CYCLIC COUPLING REACTIONS
Introduction
Cyclic Coupling Involving Organoboron
Cyclic Coupling Involving Organotin
Cyclic Coupling Involving Organosilicon
Cyclic Coupling Involving Amines or Alcohols
Cyclic Coupling via the Heck Reaction
Cyclic Coupling Involving Terminal Alkynes
Conclusion and Perspectives
Experimental: Selected Procedures
TRANSITION METAL-MEDIATED [2+2+2]CYCLOADDITIONS
Introduction
Benzene Derivatives
1,3-Cyclohexadienes and their Heterocyclic Counterparts
Cyclohexenes and their Heterocyclic Counterparts
Conclusions and Perspectives
Experimental: Selected Procedures
CYCLIZATIONS BASED ON CYCLOMETALLATION
Introduction
Titanium-Catalyzed Cyclizations
Zirconium-Catalyzed Cyclizations
Ruthenium-Catalyzed Cyclizations
Cobalt-Catalyzed Cyclizations
Rhodium-Catalyzed Cyclizations
Iridium-Catalyzed Cyclizations
Nickel-Catalyzed Cyclizations
Palladium-Catalyzed Cyclizations
Conclusions and Perspectives
Experimental: Selected Procedures
TRANSITION METAL CATALYZED CYCLIZATION REACTIONS OF FUNCTIONALIZED ALKENES, ALKYNES, AND ALLENES
Introduction
Cyclization Reactions of Alkenes
Cyclization Reactions of Alkynes
Cyclization Reactions of Allenes
Conclusion and Perspective
Experimental: Selected Procedures
RING-CLOSING METATHESIS OF DIENES AND ENYNES
Introduction
Ring-Closing Metathesis of Dienes
Ring-Closing Metathesis of Enynes
Perspective
Experimental: Selected Procedure
RING-CLOSING METATHESIS OF ALKYNES
Introduction
Alkyne Metathesis
Ring-Closing Alkyne Metathesis as a Synthetic Strategy
Catalyst Systems for Ring-Closing Alkyne Metathesis
Complex Molecule Synthesis using Ring-Closing Alkyne Metathesis
Ring-Closing Alkyne Metathesis within Transition Metal Coordination Spheres
Cyclo Dimerizations, Trimerizations, and Oligomerizations
Conclusions and Perspectives
Experimental: Selected Procedures

VOLUME 2

TRANSITION-METAL-CATALYZED CYCLOISOMERIZATIONS AND NUCLEOPHILIC CYCLIZATION OF ENYNES
Introduction
Cycloisomerizations of 1,n-Enynes
Addition of Nucleophiles to 1,n-Enynes
Skeletal Rearrangement of 1,n-Enynes
Summary and Outlook
Experimental: Selected Procedures
CYCLOPROPANATION, EPOXIDATION AND AZIRIDINATION REACTIONS
Introduction
Cyclopropanation
Epoxidations
Aziridinations
Experimental: Selected Procedures
CYCLIZATION OF CYCLOPROPANE- OR CYCLOPROPENE-CONTAINING COMPOUNDS
Introduction
Cycloisomerization Reactions
Cycloaddition Reactions
Multicomponent Cyclization Reactions
Cyclization Involving Miscellaneous and Cascade Reactions
Experimental: Selected Procedures
TRANSITION METAL-CATALYZED RING EXPANSION CYCLIZATION REACTIONS
Introduction
Palladium-Catalyzed Ring Expansions
Ring Expansions with Other Transition Metals
Conclusion
Experimental: Selected Procedures
HYDROMETALLATION-INITIATED CYCLIZATION REACTIONS
Introduction
Self-Feeding Cyclization
Cyclization Tied by Outsourcing Reagents
Cascade Reactions Incorporating CO
Conclusion
Experimental: Selected Procedures
CATALYTIC DIPOLAR CYCLOADDITIONS OF ALKYNES WITH AZIDES AND NITRILE OXIDES
Introduction
Azide-Alkyne Cycloaddition: Basics
Copper-Catalyzed Cycloadditions
Ruthenium-Catalyzed Cycloadditions
Experimental: Selected Procedures
ELECTROPHILIC CYCLIZATIONS
Introduction
Mechanism, Regio- and Stereoselectivity
Halocyclizations
Selenocyclizations
Conclusion and Perspectives
Experimental: Selected Procedures
CYCLIZATIONS BASED ON C-H ACTIVATION
Introduction
Aryl C-H Bond Activation
Alkyl C-H Bond Activation
Experimental: Selected Procedures
FRIEDEL-CRAFTS TYPE CYCLIZATIONS
Introduction
Classic Intramolecular Friedel-Crafts Cyclizations
RCFC Reactions via Activation of Carbonyl Derivatives and Alcohols
RCFC Reactions of C-C Pi bonds
Miscellaneous Reactions
Catalytic Enantioselective RCFC Reactions
Conclusion
Experimental: Selected Procedures
MACROLACTONES AND MACROLACTAMS
Macrolactones
Macrolactams
Conclusion and Perspectives
Experimental: Selected Procedures
FREE RADICAL CYCLIZATION REACTIONS
Radical Cyclizations: General Definition
Different Methods for Radical Cyclizations
Annulation Reactions
Diastereoselective Radical Cyclization
Enantioselective Radical Cyclization
Applications of Radical Cyclizations in Natural Product Synthesis
Experimental: Selected Procedures
PHOTOCYCLIZATION REACTIONS
Introduction
Several Ways to Initiate Photocyclization
Norrish Type II Initiated Reactions: H Transfer
Photoinduced Electron Transfer Cyclizations
Pi-Pi-Interactions
Pi6-Photocyclization
Experimental: Selected Procedures
ASYMMETRIC ORGANOCATALYZED CYCLIZATION REACTIONS
Introduction
Enamine-Catalyzed Asymmetric Cyclization Reactions
Iminium-Catalyzed Cyclization Reactions
Sequential Catalysis with Chiral Amines for Domino Cyclization Reactions
Bronsted Acid-Catalyzed Asymmetric Cyclization Reactions
Lewis Base-Catalyzed Asymmetric Cycloadditions
Asymmetric Cyclization Reactions by Bifunctional Catalysts
Asymmetric Cyclizations Catalyzed by Chiral Nucleophilic Carbenes
Conclusion
Experimental: Selected Procedures
"Chemistry libraries should include Handbook of Cyclization Reactions in their holdings, as researchers at all levels will find it a useful resource. In this book, bench chemists will find direction to the appropriate primary literature needed to move their projects forward while research directors will find a valuable tool for proposal preparation and related amusements". (Journal of Medicinal Chemistry, 2010)

“As editor, Shengming Ma has struck a good compromise in this respect, having limited himself to authors who present interesting new synthetic methods and strategies.” (Organic Chemistry Portal, May 2010)