Homologation Reactions, 2 Volumes Reagents, Applications, and Mechanisms

by Pace, Vittorio

• ISBN13: 9783527348152
• ISBN10: 3527348158
• Edition: 1st
• Format: Hardcover
• Copyright: 2023-05-15
• Publisher: Wiley-VCH

Summary

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!

Author Biography

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 received several awards including the Ciamician Medal of the Italian Chemical Society, La Roche-Hoffmann Prize of the European Society of Medicinal Chemistry, and the Habilitation Award of the Austrian Chemical Society. His research is focused on the design and development of new synthetic concepts with functionalized organometallic reagents with a strong focus on homologation sequences.

Table of Contents

PART I. Diazo-Based Chemistry
New Developments in Using Diazomethane and Analogous Reagents as C1-Source
The Bestmann-Ohira Homologation and Related Transformations
Novel Methodologies for Sustainable Uses of Arndt-Eistert-Type Chemistry and Application to Scalable Processes

PART II. Sulfur, Phosphorous and Nitrogen Ylides and Homologating Agents
Recent Developments in Corey-Chaykovsky Chemistry
New Advancements in Wittig-Type Chemistry
Nitrogen Ylides in Synthesis

PART III. Metal Carbenoids as Homologation Reagents
Lithium Halocarbenoids and Analogous Homologating Reagents
Zinc Carbenoids
Magnesium Carbenoids
Olefin Homologations of Assembling Cyclopropanes
Homologation of Boron Electrophiles
Assembly Line Synthesis
Homologations with Boton-Functionalized Organolithiums
Fluorine-Based Homologating Reagents
Kowalski-Type Homologations of Esters
Use of Microfluidic Methodologies

PART IV. Additional Homologation-Related Transformations
Dehomologation Processes
Homologation of CO2
Homologation of Aminoacids
Transition-Metal Catalyzed Homologations