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!
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!
Table of Contents
Foreword Preface AcknowledgmentsVOLUME 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
