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Boronic Acids: Preparation and Applications in Organic Synthesis and Medicine
 
 
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Boronic Acids: Preparation and Applications in Organic Synthesis and Medicine [Hardcover]

Dennis G. Hall (Editor)

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Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials Boronic Acids: Preparation and Applications in Organic Synthesis, Medicine and Materials
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Book Description

3527309918 978-3527309917 September 5, 2005 1
For the first time, the whole field of organoboronic acids is presented in one comprehensive handbook.
Professor Dennis Hall, a rising star within the community, covers all aspects of this important substance class, including applications in chemistry, biology and medicine.
Starting with an introduction to the structure, properties, and preparation of boronic acid derivatives, together with an overview of their reactions and applications, the book goes on to look at metal-catalyzed borylation of alkanes and arenas, coupling reactions and rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds. There follows chapters on copper-promoted C-O and C-N cross-coupling of boronic acids, recent applications in organic synthesis, as well as alpha-haloalkylboronic esters in asymmetric synthesis. Later sections deal with cycloadditions, organoboronic acids, oxazaborolidines as asymmetric inducers, and boronic acid based receptors and sensors. The whole is rounded off with experimental procedures, making this invaluable reading for organic, catalytic and medicinal chemists, as well as those working in organometallics.

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Editorial Reviews

Review

"Without a doubt, this volume will be an invaluable tool for any researcher in the field of boronic acids, while still serving as a useful primer for the novice." (Journal of the American Chemical Society, October 25, 2006)

"Overall, Hall's book provides an excellent starting point from which to explore the chemistry of boronic acids, but also one which gives a perspective on likely future developments. A clear positive feedback loop emerges from the material herein, whereby the take-up of new reactions and applications leads to demands for improved methods for the preparation of boronate substrates which in turn offers wider scope for further new reactivity patterns to be exploited. Hall states at the outset that his task was to provide the first comprehensive book on the chemistry and biology of boronic acids; this he has done, but at the pace of current developments, a second edition might not be so long in arriving." (Angewandte Chemie IE)

From the Back Cover

In the past decade, organoboronic acids and boronic esters have become an extremely important class of compounds. Stable and safe to handle, these green compounds embrace a wide range of applications including their use as reagents and catalysts in organic synthesis, as probes and sensors in chemical biology, and as therapeutic drugs. Here, for the first time, the full story of organoboronic acids is presented in one comprehensive handbook. Professor Dennis Hall, a rising star in the field, is joined by a select group of expert authors to provide 13 chapters that cover all modern aspects of boronic acid derivatives. This book is an invaluable reading for organic, organometallic, and medicinal chemists.

From the Contents:

  • Structure, properties, and preparation of boronic acid derivatives
  • Metal-catalyzed borylation of alkanes and arenes
  • Cross-coupling reactions of areneboronic acids or esters with aromatic electrophiles
  • Rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds
  • Copper-promoted C-heteroatom bond cross-coupling reactions with boronic acids
  • Preparation of allylboronates and recent applications in organic synthesis
  • Nucleophilic addition reactions of aryl and alkenylboronic acids to imine derivatives
  • Alpha-haloalkylboronic esters in asymmetric synthesis
  • Cycloadditions and other additions to alkenyl- alkynyl-, and dienylboronic esters
  • Organoboronic acids and organoborinic acids as catalysts in organic synthesis
  • Oxazaborolidines as asymmetric inducers for the reduction of ketones and ketimines
  • Boronic acid based receptors and sensors for saccharides
  • Biological and medicinal applications of boronic acids

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Inside This Book (learn more)
First Sentence:
Structurally, boronic acids are trivalent boron-containing organic compounds that possess one alkyl substituent (i.e., a C-B bond) and two hydroxyl groups to fill the remaining valences on the boron atom (Figure 1.1). Read the first page
Key Phrases - Statistically Improbable Phrases (SIPs): (learn more)
boronic acid compounds, high stereopurity, pinanediol boronic esters, trifluoroborate salts, arylmetal intermediates, boronic ester chemistry, diarylborinic acids, free boronic acid, boronyl group, most boronic acids, alkylboronic esters, azeotropic reflux, organoboronic acids, alkenylboronic esters, boronic acid units, pinanediol esters, arylboronic acids, alkylboronic acids, alkenylboronic acids, artificial lectins, chiral director, boronic acid moiety, arylboronic esters, boronate group, boronic acid derivatives
Key Phrases - Capitalized Phrases (CAPs): (learn more)
Perkin Trans, Hall Copyright, Liebigs Ann, New York, Entry Substrate Conditions Product Reference, Angew Chem, Pure Appl, Chiral Boronate Lewis Acids, Modern Carbonyl Chemistry, Stereodirected Synthesis, United States, American Chemical Society, Cell Surface Carbohydrate Recognition, Dalton Trans, Korean Chem, Organic Syntheses, Process Res, University of Rennes
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