Natural Lactones and Lactams. Synthesis, Occurrence and Biological Activity

  • ID: 2516982
  • Book
  • 392 Pages
  • John Wiley and Sons Ltd
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Lactones and lactams, cyclic molecules found in nature, yet so versatile that they can be reused in both the pharmaceutical industry and as chiral building blocks in organic synthesis, are the focus of this book.

Although there a numerous tomes on heterocyclic compounds and natural products, this text fills the gap for an up–to–date summary of recently developed and improved synthetic methods for the preparation of the most important classes of lactones and lactams.

Each chapter deals with the general and most recent synthetic methods leading to a specific class of lactone or lactam to enable quick accessto the procedure you desire. With brief descriptions of the occurrence and biological or pharmaceutical activity of each compound class, the authors have ensured that this book is comprehensive in its coverage.

A valuable resource for organic, bio–, and medicinal chemists in academia and industry wanting to learn about successful synthetic routes to important natural products and use this as inspiration for their own work in the lab.
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Preface

TETRONIC ACIDS

Introduction

Natural Occurrence, Biological Activities, and Biosynthesis

5–Ylidene Tetronic Natural Products

5–Monosubstituted Tetronic Natural Products

5–Disubstituted Tetronic Natural Products

5–Unsubstituted Tetronic Natural Products

Conclusions

RECENT ADVANCES IN THE FIELD OF NATURALLY OCCURRING 5,6–DIHYDROPYRAN–2–ONES

Introduction

Synthetic Methodologies for 5,6–Dihydropyran–2–ones

Formation of Stereogenic Centers inside the Dihydropyrone Ring

Pharmacological Properties of Pyrones

Biosynthetic Formation of Pyrones

Syntheses of Natural 5,6–Dihydropyran–2–ones Reported during the Period from 2006 to the First Half of 2012

BETA–LACTAMS

Introduction

Monocyclic Beta–Lactams

Penams

Cephalosporins

Clavulanic Acid

Carbapenems

Spiro–Fused Beta–Lactams

Summary

ALPHA–ALKYLIDENE–GAMMA– AND DELTA–LACTONES AND LACTAMS

Introduction

Occurrence, Biosynthesis, and Biological Activities of Alpha–Alkylidene Gamma– and Delta–Lactones and Lactams

Recent Advances in the Synthesis of Alpha–Alkylidene Gamma– and Delta–Lactones and Lactams

Conclusions

MEDIUM–SIZED LACTONES

Introduction

Total Synthesis of Eight–Membered Lactones

Total Synthesis of Nine–Membered Lactones

Conclusions

MACROLACTONES

Introduction

General Methods for the Synthesis of Macrolactones

Synthesis of Macrolides

Synthesis of Macrodiolides

Synthesis of Macrotriolides

Conclusions and Perspectives

RESORCYLIC ACID LACTONES

Introduction –

A Historical Perspective

Biosynthesis

Chemical Synthesis

Conclusion and Outlook

CYCLIC PEPTIDES

Introduction

Synthesis of Natural Lactones and Lactams

Conclusion

Index

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Tomasz Janecki
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