Domino Reactions. Concepts for Efficient Organic Synthesis

  • ID: 2616983
  • Book
  • 648 Pages
  • John Wiley and Sons Ltd
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The follow–up to the successful "Domino Reaction in Organic Synthesis", this ready reference brings up to date on the original concept. The chapters have been arranged according to the name of well–known transformations of the first step and in combination with the formed products. Each chapter is written by an internationally renowned expert, and the book is edited by L. F. Tietze, who established the concept of domino reactions.

The one–stop source for all synthetic chemists to improve the synthetic efficiency and allow an ecologically and economically beneficial preparation of every chemical compound.

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Preface

Introduction

TRANSITION METAL–CATALYZED CARBONYLATIVE DOMINO REACTIONS

Introduction

Transition Metal–Catalyzed Carbonylative Domino Reactions

Outlook

METATHESIS REACTIONS IN DOMINO PROCESSES

Domino Processes Featuring Solely Metathesis Events

Domino Processes Featuring Metathesis and Non–Metathesis Events

Conclusion and Outlook

C–H ACTIVATION REACTIONS IN DOMINO PROCESSES

Heck Reactions/C–H Activations

Carbopalladations and Aminopalladations of Alkynes/C–H Activations

Palladium–Catalyzed/Norbornene–Mediated ortho C–H Activations

Domino Reactions Involving Heteroatom–Directed C–H Activations

Conclusions

DOMINO REACTIONS INITIATED BY NUCLEOPHILIC SUBSTITUTION

Domino SN/Michael Addition and Related Reactions

Domino Reactions Initiated by Nucleophilic Ring Opening of Aziridines, Epoxides and Activated Cyclopropanes

Domino SN/Brook Rearrangements

RADICAL REACTIONS IN DOMINO PROCESSES

Introduction

Radical/Cation Domino Processes

Radical/Anionic Domino Processes

Domino Radical/Radical Process

Radical/Pericyclic Domino Processes

Asymmetric Radical Domino Processes

Conclusion and Outlook

PERICYCLIC REACTIONS IN DOMINO PROCESSES

Introduction

Cycloadditions

Sigmatropic Rearrangements

Electrocyclizations

Mixed Transformations

Concluding Remarks

MODERN DOMINO REACTIONS CONTAINING A MICHAEL ADDITION REACTION

Introduction

Formation of Acyclic Products

Formation of Carbocycles

Formation of O–Heterocycles

Formation of N–Heterocycles

Formation of S–Heterocycles

Formation of Heterocycles Containing Nitrogen and Oxygen

ALDOL REACTIONS IN DOMINO PROCESSES

Introduction

Domino Processes with the Aldol Reaction as First Step

Domino Processes with the Aldol Reaction as Subsequent Step

Conclusion and Outlook

OXIDATIONS AND REDUCTIONS IN DOMINO PROCESSES

Introduction

Domino Reactions Initiated by Oxidation or Reduction Reaction

Domino Reactions Having Oxidation in Middle of the Sequence

Domino Reactions Terminated by Oxidation or Reduction Reaction

Conclusion

ORGANOCATALYSIS IN DOMINO PROCESSES

Introduction

One and Two–Component Domino Reactions

Multicomponent Reactions

Conclusions

METAL–CATALYZED ENANTIO– AND DIASTEREOSELECTIVE C–C BOND FORMING REACTIONS IN DOMINO PROCESSES

Domino Reaction Initiated by C–C Bond Formation

Domino Reaction Initiated by C–H Bond Formation

Domino Reaction Initiated by C–N Bond Formation

Domino Reaction Initiated by C–O Bond Formation

Domino Reaction Initiated by C–B and C–Si Bond Formation

Conclusion and Outlook

DOMINO PROCESSES UNDER MICROWAVA IRRADIATION, HIGH PRESSURE, AND IN WATER

Introduction

Microwave–Assisted Domino Reactions

Aqueous Domino Reactions

High–Pressure–Promoted Domino Reactions

Conclusion and Outlook

DOMINO REACTIONS IN LIBRARY SYNTHESIS

Introduction

Domino Reactions in Natural–Product–Inspired Compound Collection Syntheses

Domino Approaches Targeting Scaffold Diversity

Solid–Phase Domino Syntheses of Compound Collections

Conclusion

DOMINO REACTIONS IN THE TOTAL SYNTHESIS OF NATURAL PRODUCTS

Cationic Domino Reactions

Anionic Domino Reactions

Radical Domino Reactions

Pericyclic Domino Reactions

Transition–Metal–Catalyzed Domino Reactions

Domino Reactions Initiated by Oxidation or Reduction

Conlcusion

MULTICOMPONENT DOMINO PROCESS: RATIONAL DESIGN AND SERENDIPITY

Introduction

Basic Considerations of MCRs

Substrate–Design Approach in the Development of Novel MCRs

Conclusion

Index

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Lutz F. Tietze
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