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Linker Strategies in Solid-Phase Organic Synthesis.

Author: Peter Scott
Publisher: Hoboken : Wiley, 2009.
Edition/Format:   eBook : Document : EnglishView all editions and formats
Summary:
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  Read more...
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Genre/Form: Electronic books
Additional Physical Format: Print version:
Scott, Peter J.H.
Linker strategies in solid-phase organic synthesis.
Hoboken, N.J. : Wiley, 2009
(DLC) 2009030808
Material Type: Document, Internet resource
Document Type: Internet Resource, Computer File
All Authors / Contributors: Peter Scott
ISBN: 0470511168 9780470511169 1282331531 9781282331532
OCLC Number: 990384794
Language Note: English.
Description: 1 online resource (707 pages)
Contents: Linker Strategies In Solid-Phase Organic Synthesis; Contents; Foreword; Preface; List of Contributors; About the Editor; Abbreviations; I INTRODUCTION; 1 General Overview; 1.1 Introduction, background and pivotal discoveries; 1.2 Fundamentals of conducting solid-phase organic chemistry; 1.2.1 Apparatus; 1.2.2 Typical solid supports; 1.2.3 Fluorous supports; 1.2.4 Linker strategies; 1.2.5 Challenges; 1.2.6 Linker groups; 1.3 Concluding comments; 1.4 Personal perspective and testimony: solid-phase Mannich chemistry; References; II TRADITIONAL LINKER UNITS FOR SOLID-PHASE ORGANIC SYNTHESIS. 2 Electrophile Cleavable Linker Units2.1 Introduction; 2.2 Resins for use with electrophilic linkers; 2.3 Electrophile cleavable linkers; 2.3.1 Acid labile linkers; 2.4 Conclusion; References; 3 Nucleophile Cleavable Linker Units; 3.1 Introduction; 3.2 Linker units; 3.3 Nucleophilic labile linker units; 3.3.1 Cleavage by saponification or basic trans-esterification; 3.3.2 Cleavage by aminolysis; 3.3.3 Cleavage by hydrazinolysis; 3.3.4 Cleavage by Hydroxylamines; 3.3.5 Cleavage by other nucleophiles; 3.3.6 Linker cleavage by intramolecular nucleophilic reaction; 3.4 Conclusion; References. 5.6 Linkers based on the phenacyl group5.7 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; 6 Safety-Catch Linker Units; 6.1 Introduction; 6.2 Activation of a carbonyl group by the inductive effect (I- ) of an adjacent substituent; 6.2.1 Kenner-type safety-catch linker; 6.2.2 N-boc-activated safety-catch linker; 6.2.3 Sulfide/sulfone safety-catch linker; 6.2.4 Dpr(phoc) safety-catch linker. 6.3 Activation by the mesomeric effect (M- ) of the -X-Y=Z moiety adjacent to a carbonyl group6.3.1 Carbonyl activation by oxidative aromatization; 6.3.2 Carbonyl activation by indole ring formation; 6.3.3 Benzyl/phenyl-hydrazide safety-catch linker; 6.3.4 Dehydration activated safety-catch linker; 6.4 Activation by the positive mesomeric effect (M+) of the -X-Y=Z moiety adjacent to a N-acyl or O-alkyl group; 6.4.1 Benzhydryl-based safety-catch linker; 6.4.2 Indole-based safety-catch linker; 6.4.3 Nitrobenzyl alcohol-based safety-catch linker; 6.5 Aromatic SNAr substitution.
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Abstract:

Filling a gap in solid-phase literature, Linker Strategies in Solid-Phase Organic Synthesis guides readers through the evolution of linker units from their genesis in solid-supported peptide  Read more...

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"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 Read more...

 
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