Linker Strategies in Solid-Phase Organic Synthesis

Peter Scott 지음

Wiley 2009년 10월 13일 출간

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Linker design is an expanding field with an exciting future in state-of-the-art organic synthesis. Ever-increasing numbers of ambitious solution phase reactions are being adapted for solid-phase organic chemistry and to accommodate them, large numbers of sophisticated linker units have been developed and are now routinely employed in solid-phase synthesis.Linker Strategies in Solid-Phase Organic Synthesis guides the reader through the evolution of linker units from their genesis in solid-supported peptide chemistry to the cutting edge diversity linker units that are defining a new era of solid phase synthesis. Individual linker classes are covered in easy to follow chapters written by international experts in their respective fields and offer a comprehensive guide to linker technology whilst simultaneously serving as a handbook of synthetic transformations now possible on solid supports. Topics include:the principles of solid phase organic synthesiselectrophile and nucleophile cleavable linker unitscyclative cleavage as a solid phase strategyphotocleavable linker unitssafety-catch linker unitsenzyme cleavable linker unitsT1 and T2 ~versatile triazene linker groupshydrazone linker unitsbenzotriazole linker unitsphosphorus linker unitssulfur linker unitsselenium and tellurium linker unitssulfur, oxygen and selenium linker units cleaved by radical processessilicon and germanium linker unitsboron and stannane linker unitsbismuth linker unitstransition metal carbonyl linker unitslinkers releasing olefins or cycloolefins by ring-closing metathesisfluorous linker unitssolid-phase radiochemistryThe book concludes with extensive linker selection tables, cataloguing the linker units described in this book according to the substrate liberated upon cleavage and conditions used to achieve such cleavage, enabling readers to choose the right linker

목차

Foreword.Preface.List of Contributors.About the Editor.Abbreviations.I: INTRODUCTION.Chapter 1: General Introduction (Scott L. Dax).1.1 Introduction, Background and Pivotal Discoveries.1.2 Fundamentals of Conducting Solid-Phase Organic Chemistry.1.3 Concluding Comments.1.4 Personal Perspective and Testimony: Solid-phase Mannich Chemistry.1.5 References.II: TRADITIONAL LINKER UNITS FOR SOLID-PHASE ORGANIC SYNTHESIS.Chapter 2: Electrophile Cleavable Linker Units (Michio Kuruso).2.1 Introduction.2.2 Resins for use with Electrophilic Linkers.2.3 Electrophile Cleavable Linkers.2.4 Conclusion.References.Chapter 3: Nucleophile Cleavable Linker Units (Andrea Porcheddu and Giampaolo Giacomelli).3.1 Introduction.3.2 Linker Units.3.3 Nucleophilic Labile Linker Units.3.4 Conclusion.References.Chapter 4: Cyclative Cleavage as a Solid-Phase Strategy (A. Ganesan).4.1 Introduction.4.2 C-N bond formation.4.3 C-O bond formation.4.4 C-C bond formation.4.5 Conclusion.References.Chapter 5: Photolabile Linker Units (Christian Bochet and Sébastien Mercier).5.1 Introduction.5.2 Linkers Based on the Ortho-Nitrobenzyloxy Function.5.3 Linkers Based on the Ortho-Nitrobenzylamino Function.5.4 Linkers Based on the α&~Substituted Ortho-Nitrobenzyl Group.5.5 Linkers Based on the Ortho-Nitroveratryl Group.5.6 Linkers Based on the Phenacyl Group.5.7 Linkers Based on the Para-Methoxyphenacyl Group.5.8 Linkers Based on the Benzoin Group.5.9 Linkers Based on the Pivaloyl Group.5.10 Traceless Linkers.5.11 Other Types of Photolabile Linker Units.5.12 Conclusion.References.Chapter 6: Safety-Catch Linker Units (Sylvain Lebreton and Marcel Pátek).6.1 Introduction.6.2 Activation of a ca

출판사 서평

"It is without a doubt an invaluable addition to any university or corporate library serving organic and biochemical researchers." (CHOICE, September 2010)"This book is a useful complement to literature reviews as well as other SPOS books. It will be a valuable resource for university libraries and an excellent first source for practitioners of solid-phase organic synthesis." (JACS, 2010)

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저자(글) Peter Scott