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Table of contents

  1. Front Matter
    Pages i-vii
  2. Toshiaki Murai
    Pages 1-5
  3. José V. Cuevas, José García-Calvo, Víctor García-Calvo, Gabriel García-Herbosa, Tomás Torroba
    Pages 7-44
  4. Toshiaki Murai
    Pages 45-73
  5. Toshiaki Murai
    Pages 75-101
  6. Naoya Kumagai, Masakatsu Shibasaki
    Pages 103-125
  7. Hong Yan, Hai-Chao Xu
    Pages 127-155
  8. Ken Okamoto, Junpei Kuwabara, Takaki Kanbara
    Pages 157-191
  9. Taylor M. Barrett, Kristen E. Fiore, Chunxiao Liu, E. James Petersson
    Pages 193-238

About this book

Introduction

This book covers whole aspects of the sulfur isologues of amides. Starting from the synthetic methods of thioamides, a range of synthetic applications to the construction of carbon–sulfur and carbon–carbon bonds, to asymmetric reactions, to formation of heterocycles are described.

Among the array of thiocarbonyl compounds, thioamides are readily handled in room temperature air. Some of their characteristic features are that the polarity of C=S bonds in thioamides is much smaller than C=O bonds in ordinary amides, that thioamides possess higher HOMO and lower LUMO when compared with those of ordinary amides, and that carbon atoms alpha to the C=S and nitrogen atoms in thioamides are more acidic than those in ordinary amides. Theoretical studies further disclose their features.

Thioamides are also used as ligands to a wide variety of metals. Their unique photophysical properties and catalytic activities are described here. Characteristic features of biologically relevant thioamides, e.g., thiopeptides and related compounds, are the final focus of the book. 

Keywords

thioamides sulfur-containing heterocycles direct asymmetric aldol reactions pincer-type ligands thiopeptides

Editors and affiliations

  • Toshiaki Murai
    • 1
  1. 1.Gifu UniversityGifuJapan

Bibliographic information