Name Reactions for Homologation / Edition 1

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Overview

An Invaluable Guide to Name Reactions and Reagents for Homologation

Name Reactions for Homologations, Part II of Wiley's Comprehensive Name Reactions series comprises a comprehensive treatise on name reactions for homologations. With contributions from world-recognized authorities in the field, this reference offers an up-to-date, concise compilation of the most commonly used and widely known name reactions and reagents. Part II discusses Rearrangements, Asymmetric C-C Bond Formation, and Miscellaneous Homologation Reactions.

Arranged Alphabetically by Name Reactions, the Listing Provides:

Description of the reaction

Historical perspective

A mechanism for the reaction

Variations and improvements on the reaction

Synthetic utilities of the reaction

Experimental details

References to the current primary literature

Armed with this invaluable resource, both students and professionals will have at their fingertips a comprehensive guide to important mechanisms and phenomena in homologation.

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What People Are Saying

From the Publisher

"Jack Li and his illustrious team of chemists have done it again. It is hard to imagine how one could organize and categorize a topic so broad as "homologation" reactions. These are some of the bread and butter transforms of organic chemistry—reactions that are fundamentally important to the practice of chemical synthesis. This two book series is masterfully organized and easy to use both as a reference work for the classroom and a springboard for practitioners to rapidly apply these reactions in the laboratory. The extensive coverage of these critical reactions, including a historical perspective, mechanism, synthetic utility, and actual experimental details will ensure that these books will be on the shelf of every serious organic chemist for years to come."

—Phil S. Baran, The Scripps Research Institute

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Product Details

  • ISBN-13: 9780470085073
  • Publisher: Wiley
  • Publication date: 4/13/2009
  • Series: Comprehensive Name Reactions Series , #5
  • Edition number: 1
  • Pages: 719
  • Product dimensions: 7.60 (w) x 9.30 (h) x 1.80 (d)

Meet the Author

Jie Jack Li is a chemist at Bristol-Myers Squibb Company. He received his BS from Nanjing University and his PhD in organic chemistry at Indiana University. Dr. Li completed a postdoctoral fellowship at MIT. He is coauthor of various books, including Name Reactions in Heterocyclic Chemistry, Contemporary Drug Synthesis, Name Reactions for Functional Group Transformations, Name Reactions for Homologations, Parts I and II, Name Reactions on Ring Formations, and The Art of Drug Synthesis, all published by Wiley.

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Table of Contents

Foreword vi

Preface vii

Contributing Authors viii

Chapter 1 Rearrangements 1

Section 1.1 Concerted rearrangement 2

1.1.1 Alder ene reaction 2

1.1.2 Claisen and related rearrangements 33

1.1.3 Cope and related rearrangements 88

1.1.4 Curtius rearrangement 136

1.1.5 Hofmann rearrangement 164

1.1.6 Lossen rearrangement 200

1.1.7 Overman rearrangement 210

1.1.8 [1,2]-Wittig rearrangement 226

1.1.9 [2,3]-Wittig rearrangement 241

1.1.10 Wolff rearrangement 257

Section 1.2 Cationic rearrangement 274

1.2.1 Beckmann rearrangement 274

1.2.2 Demjanov rearrangement 293

1.2.3 Meyer-Schuster rearrangement 305

1.2.4 Pinacol rearrangement 319

1.2.5 Pummerer rearrangement 334

1.2.6 Schmidt rearrangement 353

1.2.7 Wagner-Meerwein rearrangement 373

Section 1.3 Anionic rearrangement 395

1.3.1 Benzilic acid rearrangement 395

1.3.2 Brook rearrangement 406

1.3.3 Favorskii rearrangement 438

1.3.4 Grob fragmentation 452

1.3.5 Neber rearrangement 464

1.3.6 Payne rearrangement 474

1.3.7 Smiles rearrangement 489

1.3.8 Stevens rearrangement 516

Chapter 2 Asymmetric C-C bond formation 531

2.1 Evans aldol reaction 532

2.2 Hajos-Wiechert reaction 554

2.3 Keck stereoselective allylation 583

2.4 Roush allylboronation 613

Chapter 3 Miscellaneous homologation reactions 641

3.1 Bamford-Stevens reaction 642

3.2 Mannich reaction 653

3.3 Mitsunobu reaction 671

3.4 Parham cyclization 749

3.5 Passerini reaction 765

3.6 Ugi reaction 786

Appendixes

Appendix 1 Table of Contents for Volume 1: Name Reactions in Heterocyclic Chemistry 807

Appendix 2 Table of Contents for Volume 2: Name Reactions for Functional Group Transformations810

Appendix 3 Table of Contents for Volume 3: Name Reactions for Homologations-I 812

Appendix 4 Table of Contents for Volume 5: Name Reactions for Ring Formations 814

Appendix 5 Table of Contents for Volume 6: Name Reactions in Heterocyclic Chemistry-II 816

Subject index 819

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