Linker Strategies in Solid-Phase Organic Synthesis

By Peter J. H. Scott

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 synthesis
• electrophile and nucleophile cleavable linker units
• cyclative cleavage as a solid phase strategy
• photocleavable linker units
• safety-catch linker units
• enzyme cleavable linker units
• T1 and T2 –versatile triazene linker groups
• hydrazone linker units
• benzotriazole linker units
• phosphorus linker units
• sulfur linker units
• selenium and tellurium linker units
• sulfur, oxygen and selenium linker units cleaved by radical processes
• silicon and germanium linker units
• boron and stannane linker units
• bismuth linker units
• transition metal carbonyl linker units
• linkers releasing olefins or cycloolefins by ring-closing metathesis
• fluorous linker units
• solid-phase radiochemistry

The 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 unit for their synthesis.

Linker Strategies in Solid-Phase Organic Synthesis is an essential guide to the diversity of linker units for organic chemists in academia and industry working in the broad areas of solid-phase organic synthesis and diversity oriented synthesis, medicinal chemists in the pharmaceutical industry who routinely employ solid-phase chemistry in the drug discovery business, and advanced undergraduates, postgraduates, and organic chemists with an interest in leading-edge developments in their field.

• Language: English
• Publisher: Wiley
• Release date: Oct 13, 2009
• ISBN: 9780470749050

Peter J. H. Scott

Bio: Dr. Peter Scott received his B.Sc (with first class honors) in medicinal and pharmaceutical chemistry from Loughborough University, UK in 2001 following research into peptide nucleic acids under the guidance of Prof. Raymond Jones. Upon graduating he pursued doctoral research, designing novel multifunctional linker units for solid-phase synthesis (see Eur. J. Org. Chem., 2006, 2251 - 2268), with Dr. Patrick Steel at the University of Durham, UK and was awarded his Ph.D in 2005. Dr. Scott has also edited one book, “Linker Strategies in Solid-phase Organic Synthesis”, due to be published by John Wiley and Sons in 2009. Following his doctoral work, Dr. Scott moved to the United States to pursue postdoctoral research initially in rhodium carbenoid chemistry at the University of Buffalo with Prof. Huw Davies (2005-2006), and subsequently in radiochemistry and PET imaging with Prof. Michael Kilbourn at the University of Michigan (2006-2007). In 2007 he joined Siemens Molecular Imaging and Biomarker Research where he was head of radiochemistry at the LA Tech Center and involved in the design and synthesis of novel radiopharmaceuticals for use in PET imaging. Dr. Scott returned to the University of Michigan School of Medicine in 2009 after being appointed to the faculty of the Department of Radiology. His research interests are at the interface between nuclear medicine and organic chemistry and focus upon the adaptation of state-of-the-art organic chemistry techniques (including SPOS) for radiochemical applications, including the simplified synthesis of novel radiopharmaceuticals and multi-modality (e.g. PET-MRI, PET-CT) molecular probes.

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