Autor: Li-Xin Dai
ISBN-13: 9783527322800
Veröffentl: 01.12.2009
Einband: Buch
Seiten: 414
Gewicht: 932 g
Format: 249x177x29 mm
Sprache: Englisch

Chiral Ferrocenes in Asymmetric Catalysis

Synthesis and Applications
 Buch
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Written by the "who s who" of ferrocene catalysis, this guide to the design of new ferrocene ligands covers everything from synthesis to application and is thus useful for organic, catalytic and synthetic chemists working in academia, industrial research or process development.
INTRODUCTION
Foreword
Planar Chirality of Ferrocenyl Ligands
Derivatization of the Ferrocene Scaffold
Stability, Rigidity and Bulkiness of the Ferrocene Scaffold
Outlook
STEREOSELECTIVE SYNTHESIS OF PLANAR CHIRAL FERROCENES
Introduction
Diastereoselective Directed Ortho-Metalation of Ferrocenes with Chiral Auxiliaries
Enantioselective Directed Ortho-Metalation of Ferrocenes with Chiral Bases
Enzymatic and Nonenzymatic Kinetic Resolutions
Summary and Perspectives
Selected Experimental Procedures
MONODENTATE CHIRAL FERROCENYL LIGANDS
Introduction
Nickel-Catalyzed Asymmetric Reductive Coupling Reactions
Copper(I)-Catalyzed Asymmetric Allylic Alkylation Reactions
Asymmetric Suzuku-Miyaura Reactions
Addition of Organoaluminum to Aldehydes and Enones
Asymmetric Nucleophilic Catalysis
Conclusions and Perspectives
BIDENTATE 1,2-FERROCENYL DIPHOSPHINE LIGANDS
Introduction
Type A, Both PR2 Groups Attached to the Cp Ring
Type B, One PR2 Group Attached to the Cp Ring, One PR2 Group Attached to the Alpha-Position of the Side Chain
Type C, One PR2 Group Attached to the Cp Ring, One PR2 Group Attached to the Beta-Position of the Side Chain
Type D, One PR2 Group Attached to the Cp Ring, One PR2 Group Attached to Other Positions of the Side Chain
Type E, Both PR2 Groups Attached to Side Chains
1,2-P,N-BIDENTATE FERROCENYL LIGANDS
Introduction
Asymmetric Hydrogenation and Asymmetric Transfer Hydrogenation
Formation of C-C Bond
Cycloaddition Reactions
Miscellaneous Reactions
Conclusion and Perspectives
Experimental: Selected Procedures
N,O-BIDENTATE FERROCENYL LIGANDS
Introduction
Addition of Organozinc Reagents to Aldehydes
Addition to Aldehydes with Boron Reagents
Other Transformations: Asymmetric Epoxidation

Conclusion and Perspectives
Experimental: Selected Procedures
SYMMETRICAL 1,1'-BIDENTATE FERROCENYL LIGANDS
Introduction
Symmetrical 1,1'-Disubstituted Ferrocenyl Ligands
Symmetrical 1,1',2,2'-Tetrasubstituted Ferrocenyl Ligands
Analogs of Ferrocenes: Symmetrical 1,1'-Bidentate Ruthenocenyl Ligands
Conclusion and Perspectives
Experimental: Selected Procedures
UNSYMMETRICAL 1,1'-BIDENTATE FERROCENYL LIGANDS
Introduction
Palladium-Catalyzed Asymmetric Allylic Substitution Reaction
Gold or Silver-Catalyzed Asymmetric Aldol Reactions
Asymmetric Hydrogenation
Asymmetric Cross-Coupling Reaction
Asymmetric Heck Reaction
Miscellaneous
Conclusion and Perspectives
Experimental: Selected Procedures
SULFUR- AND SELENIUM-CONTAINING FERROCENYL LIGANDS

Introduction
Asymmetric Allylic Substitution
Other Asymmetric Palladium-Catalyzed Reactions
Gold-Catalyzed Reactions
Asymmetric Reductions
Asymmetric 1,2- and 1,4-Nucleophilic Addition
Asymmetric Cycloaddition Reactions
Asymmetric Nucleophilic Catalysis
Conclusion and Perspectives
Experimental: Selected Procedures
BIFERROCENE LIGANDS
Introduction
Trans-Chelating Chiral Bisphosphines: TRAP
2,2-Bis(diarylphosphino)-1,1-Biferrocenes: BIFEP
Miscellaneous Biferrocene-Based Chiral Ligands
Conclusion
APPLICATIONS OF AZA- AND PHOSPHAFERROCENES AND RELATED COMPOUNDS IN ASYMMETRIC CATALYSIS
Introduction
Background on Aza- and Phosphaferrocenes
Azaferrocenes in Catalysis
Phosphaferrocenes in Catalysis
Conclusions
METALLOCYCLIC FERROCENYL LIGANDS

Introduction
Asymmetric Synthesis of Planar Chiral Metallocylic Complexes
Stoichiometric Synthetic Applications of Scalemic Planar Chiral Metallocyclic Complexes
Asymmetric Catalysis with Scalemic Planar Chiral Palladocyclic Complexes
Conclusion
SHOW CASE OF THE MOST EFFECTIVE CHIRAL FERROCENE LIGANDS IN VARIOUS CATALYTIC REACTIONS
Asymmetric Allylic Substitution Reactions
Asymmetric Aldol Reactions
Asymmetric Cycloaddition Reactions
Asymmetric Hydrogenation
Pd-Catalyzed Asymmetric Heck Reaction

Addition of Organozinc Reagents
Asymmetric Rearrangement of Allylic Imidates
Cu-Catalyzed Cyclopropanation
Coupling Reaction of Vinyl Bromide and 1-Phenylethylzinc Chloride
Enan
This book meets the long-felt need for a reference on ferrocenes with the focus on catalysis. It provides a thorough overview of the synthesis and characterization of different types of chiral ferrocene ligands, their application to various catalytic asymmetric reactions, and versatile chiral materials as well as drug intermediates synthesized from them. Written by the "who s who" of ferrocene catalysis, this is a guide to the design of new ferrocene ligands and synthesis of chiral synthetic intermediates, and will thus be useful for organic, catalytic and synthetic chemists working in academia, industrial research or process development.
Editiert von: Li-Xin Dai, Xue-Long Hou
Li-Xin Dai is professor at the famous Shanghai Institute of Organic Chemistry. He has authored or co-authored over 150 scientific publications and has received numerous scientific awards, including Ho Leung Ho Lee Prize and the National Natural Science Award of China. His research interests include new synthetic methodology, asymmetric synthesis, and design of novel chiral ligands. He is also a member of Chinese Academy of Sciences, an expert analyst in organic chemistry of Chemtracts and a member of advisory board of Chemical Society Reviews.Xue-Long Hou is professor at SIOC. The scientific awards professor Hou received include Alexander von Humboldt research fellowship, the Second Class Award of Natural Science of China twice, First Class Award for Advancement of Science and Technology of Shanghai, JSPS Fellowship, and the National Outstanding Youth Fund (2000-2004). His research interests are the design of chiral ligands and their applications in asymmetric catalysis, new synthetic methodology.

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Autor: Li-Xin Dai
ISBN-13:: 9783527322800
ISBN: 3527322809
Erscheinungsjahr: 01.12.2009
Verlag: Wiley VCH Verlag GmbH
Gewicht: 932g
Seiten: 414
Sprache: Englisch
Sonstiges: Buch, 249x177x29 mm