Provides a unique summary of homologation strategies in organic synthesis
Homologation Reactions presents different concepts underpinning the use of homologating reagents as well as their applications in organic synthesis. It covers in-depth discussions on the rationales governing this kind of transformations with a strong emphasis on mechanistic elements modulating critical aspects (e.g. selectivity) of the processes. In addition, this two-volume work features:
- Metal carbenoids, ylides, and diazo reagents
- Homologating agents working under nucleophilic, electrophilic, and radical regime
- Homologations realized on boron-containing or carbon-centered linchpins
- Use of highly sensitive fluorinated homologating agents
- Progressive homologations and the concept of assembly line synthesis
- Homologation processes followed by rearrangement cascades
- Construction of cyclic motifs and ring-expansion
- Homologation reactions with carbon monoxide and carbon dioxide
- New and/or challenging directions to expect in the future
Written by an international team of leaders in the field, the book is a useful guide for designing effective transformations by using homologation reactions. It is a must-read for every synthetic chemist in academia and industry!
Tabla de materias
Foreword
Preface
Acknowledgments
VOLUME 1
Foreword
Preface
Acknowledgments
VOLUME I
1 Diazo-Mediated Homologation Reactions
2 Lithium Carbenoids in Homologation Chemistry
3 Streamlining C1 Homologation Reactions Using Continuous Flow Technology: Focus on Diazomethane and Methyllithium Chemistry
4 Magnesium Carbenoids in Homologation Chemistry
5 Homologation Reactions Based on Zinc Carbenoids and Related Reagents
6 Homologations via Carbene-Mediated Rearrangement Reactions
7 Oxenoids as Homologation Partners
8 Sulfur Ylides as C1 Homologating Reagents
9 Modern Homologation Reactions of Sulfoxonium Ylides via C-H Activation
10 Phosphorus Reagents for Two-, Three-, and Four-Carbon Homologation of Carbonyl Compounds to Functionalized Olefins
11 Homologation Tactics with Diborylmethane via alpha-Boryl Carbanions
VOLUME II
12 Homologation of Boronic Acids and Organoboranes by Transition-Metal-Free Reactions with Diazo Compounds and N-Sulfonylhydrazones
13 Stereospecific Reagent-Controlled Homologation Using Carbenoids Generated by Sulfoxide-Metal Exchange
14 Iterative Homologation of Boronic Esters: Assembly Line Synthesis
15 Fluorocarbon Chain Homologation and Elongation Reactions
16 Homologation Reactions for the Synthesis of Fluorinated Molecules
17 Synthesis of Oxiranes and Aziridines from Aldehydes and Imines Using Anionic Homologation Approaches
18 One-Carbon Homologation and Homologation-Functionalization Reactions of Aldehydes
19 Ring Expansion Homologation: Synthetic Strategies and Reaction Design
20 Dehomologations and Ring Contraction Strategies
21 Direct Radical C1 Homologations
22 Allenation of Terminal Alkynes for Allene Synthesis
23 Homogeneous Carbon Monoxide Homologation
24 Homologation Reactions with Carbon Dioxide
1 Diazo-Mediated Homologation Reactions
2 Lithium Carbenoids in Homologation Chemistry
3 Streamlining C1 Homologation Reactions Using Continuous Flow Technology: Focus on Diazomethane and Methyllithium Chemistry
4 Magnesium Carbenoids in Homologation Chemistry
5 Homologation Reactions Based on Zinc Carbenoids and Related Reagents
6 Homologations via Carbene-Mediated Rearrangement Reactions
7 Oxenoids as Homologation Partners
8 Sulfur Ylides as C1 Homologating Reagents
9 Modern Homologation Reactions of Sulfoxonium Ylides via C-H Activation
10 Phosphorus Reagents for Two-, Three-, and Four-Carbon Homologation of Carbonyl Compounds to Functionalized Olefins
11 Homologation Tactics with Diborylmethane via alpha-Boryl Carbanions
VOLUME 2
12 Homologation of Boronic Acids and Organoboranes by Transition-Metal-Free Reactions with Diazo Compounds and N-Sulfonylhydrazones
13 Stereospecific Reagent-Controlled Homologation Using Carbenoids Generated by Sulfoxide-Metal Exchange
14 Iterative Homologation of Boronic Esters: Assembly Line Synthesis
15 Fluorocarbon Chain Homologation and Elongation Reactions
16 Homologation Reactions for the Synthesis of Fluorinated Molecules
17 Synthesis of Oxiranes and Aziridines from Aldehydes and Imines Using Anionic Homologation Approaches
18 One-Carbon Homologation and Homologation-Functionalization Reactions of Aldehydes
19 Ring Expansion Homologation: Synthetic Strategies and Reaction Design
20 Dehomologations and Ring Contraction Strategies
21 Direct Radical C1 Homologations
22 Allenation of Terminal Alkynes for Allene Synthesis
23 Homogeneous Carbon Monoxide Homologation
24 Homologation Reactions with Carbon Dioxide
Sobre el autor
Vittorio Pace is Full Professor of Organic Chemistry at the University of Torino, Italy, since 2020. Before, he held a tenure-track professorship in Drug Synthesis at the University of Vienna, Austria. He received his habilitation (venia docendi) in Pharmaceutical Chemistry from the University of Vienna in 2016. He has been the recipient of different awards including the Ciamician Medal of the Italian Chemical Society, La Roche-Hoffmann Prize of the European Society of Medicinal Chemistry, the Thieme Award, and the Habilitation Award of the Austrian Chemical Society. Prof. Pace is an elected member of the Royal Spanish Academy of Pharmacy. His research is focused on the design and development of new synthetic concepts with functionalized organometallic reagents with a strong focus on homologation sequences.
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