Comprehensive Enantioselective Organocatalysis. Catalysts, Reactions, and Applications, 3 Volume Set

  • ID: 2330812
  • Book
  • 1638 Pages
  • John Wiley and Sons Ltd
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Structured in three parts this manual recollects efficient organocatalytic transformations around clear principles that meet actual standard in asymmetric synthesis. Chapters were written by acknowledged leaders of the organocatalysis field, and are presented in a concise way. Volume 1: Privileged Catalysts gives insight to readers to the continuously increasing variety of catalysts, and the relatively complex interactions that make organocatalytic reactions selective. An appendix recollects catalyst structures with the adequate cross–references. Volume 2: Activations covers the fundamental activation types (non–covalent and covalent activations) and helps understanding the importance of physical parameters, and in particular, the role of water, that influences reactivity and selectivity. Volume 3: Reactions and Applications highlights transformations by reaction types. The final part of this volume is dedicated to application in multistep synthesis and industrial applications.

Considering the ever increasing interest in the organocatalysis field, the book aims addressing to a large audience: to academic, and, industrial researchers, students and teachers who are interested in synthetic organic chemistry at advanced level. This book provides non–specialists with an introduction to the topic as well as serving as a valuable source for newcomers and researchers searching for an up–to–date and comprehensive overview of this promising area of synthetic organic chemistry.

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VOLUME ONE –

Privileged Catalysts

PART I: AMINO ACID–DERIVED CATALYSTS

Proline–Related Secondary Amine Catalysts and Applications

TMS–Prolinol Catalyst in Organocatalysis

Non–Proline Amino Acid Catalysts

Chiral Imidazolidinone (MacMillan′s Catalyst)

Oligopeptides as Modular Organocatalytic Scaffolds

PART II: NON–AMINO ACID–DERIVED CATALYSTS

Cinchonas and Cupreidines

Chiral C2 Catalysts

Planar Chiral Catalysts

Dynamic Approaches towards Catalyst Discovery

VOLUME TWO –

Activations

PART I: ASYMMETRIC CATALYSIS WITH NON–COVALENT INTERACTIONS

Bronsted Acids

Bronsted Acids: Chiral Phosphoric Acid Catalysts in Asymmetric Synthesis

Bronsted Acids: Chiral (Thio)urea Derivatives

Bronsted Bases

Chiral Onium Salts (Phase–Transfer Reactions)

Lewis Bases

Lewis Acids

PART II: ASYMMETRIC CATALYSIS WITH COVALENT INTERACTIONS

Rationalizing Reactivity and Selectivity in Aminocatalytic Reactions

Carbene Catalysts

Oxides and Epoxides

Ylides

PART III: TUNING CATALYST ACTIVITY AND SELECTIVITY BY THE REACTION MEDIUM AND CONDITIONS

"Non–Classical" Activation of Organocatalytic Reactions (Pressure, Microwave Irradiation)

Ionic Liquid Organocatalysts

Polymer and Mesoporous Material Supported Organocatalysts

Water in Organocatalytic Reactions

VOLUME THREE –

Reactions and Applications

PART I: ALPHA–ALKYLATION AND HETEROATOM FUNCTIONALIZATION

SN2–Type Alpha–Alkylation and Allylation Reactions

Alpha–Alkylation by SN1–Type Reactions

Alpha–Heteroatom Functionalization of Carbonyl Compounds

PART II: NUCLEOPHILE ADDITION TO C=X BONDS

Aldol and Mannich–Type Reactions

Additions of Nitroalkyls and Sulfones to C=X

Hydrocyanation and Strecker Reactions

The Morita–Baylis–Hillman (MBH) and Hetero–MBH Reactions

Reduction of C=O and C=N

PART III: NUCLEOPHILE ADDITION TO C=C BONDS

Addition to Alpha, Beta–Unsaturated Aldehydes and Ketones

Addition to Nitroolefins and Vinyl Sulfones

Organocatalyzed Asymmetric Arylation and Heteroarylation Reactions

PART IV: RING–FORMING REACTIONS

Intramolecular Reactions

Formation of 3–, 4– and 5–Membered Cycles by Intermolecular Reactions

Diels–Alder and Hetero–Diels–Alder Reactions

PART V: INCREASING COMPLEXITY

Organocatalytic Radical and Electron Transfer Reactions

Organocatalytic Sigmatropic Reactions

Regio– and Position Selective Reactions and Desymmetrizations

Three or More Components Reactions (Single Catalyst Systems)

Multi–Catalyst Systems

Organocatalysis in Total Synthesis

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Peter I. Dalko
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