Boron Reagents in Synthesis

Boron Reagents in Synthesis
Author: Adiel Coca
Publisher: ACS Symposium
Total Pages: 544
Release: 2018-02-02
Genre: Science
ISBN: 9780841231832

Boron compounds have been used extensively in organic synthesis for more than sixty years. Some of the best known reactions in synthesis, such as the Suzuki-Miyaura cross-coupling and the hydroboration reaction, involve boron compounds. Several natural products containing boron have been isolated in the last fifty years, including ionophoric macrodiolide antibiotics boromycin, borophycin, aplasmomycins A, B, and C, and tartrolons B, C, and E, as well as autoinducer-2. The study of compounds containing boronic acids for application in pharmaceuticals and materials science has grown tremendously over the last few decades. These include bortezomib, ixazomib, and tavaborole. Several more boron-based drugs are currently in clinical trials. Boron neutron capture therapy has the potential to provide a treatment for various cancers. In addition, materials bearing boronic acids are been studied as potential sensors for biological molecules, such as saccharides and glycoproteins that possess cis-1,2- or cis-1,3-diols.

Stereodirected Synthesis with Organoboranes

Stereodirected Synthesis with Organoboranes
Author: Donald S. Matteson
Publisher: Springer Science & Business Media
Total Pages: 417
Release: 2012-12-06
Genre: Science
ISBN: 3642797091

This monograph has been written to demonstrate to organic chemists and graduate students the strategies for controlling stereochemistry in carbon-carbon bond formations with borane intermediates. The boranes were initially found to be useful reagents by Nobel Laureate H.C. Brown. Their precursors are commercially available and derivatization is fast, clean and simple.

Organometallic Chemistry

Organometallic Chemistry
Author: Ian Fairlamb
Publisher: Royal Society of Chemistry
Total Pages: 171
Release: 2017-07-25
Genre: Science
ISBN: 1788012208

With the increase in volume, velocity and variety of information, researchers can find it difficult to keep up to date with the literature in their field. This interdisciplinary field has the potential to provide answers to problems and challenges faced in catalysis, synthetic organic chemistry and the development of therapeutic agents and new materials. Providing an invaluable volume, Organometallic Chemistry Volume 41 contains analysed, evaluated and distilled information on the latest in organometallic chemistry research including developments and applications of Lewis acidic boron reagents, masked low-coordinate main group species in synthesis and the diiron centre.

Organic Reactions, Volume 73

Organic Reactions, Volume 73
Author: Dennis G. Hall
Publisher: John Wiley & Sons
Total Pages: 6
Release: 2012-05-29
Genre: Science
ISBN: 1118344456

Allylic boron compounds have gained a prominent position as a truly practical class of synthetic reagents in the past twenty-five years. Their main application as a method for the stereoselective synthesis of homoallylic alcohols by allyl-transfer to carbonyl compounds is essentially unmatched. In this process, a new carbon-carbon bond is formed, and up to two new stereogenic centers are created in a predictably controlled manner. Highly effective and general enantioselective variants are available, with countless applications in the total syntheses of polyacetate and polypropionate natural products. Furthermore, the residual allylic unit can be manipulated through a number of different transformations such as oxidative cleavage, olefin metathesis, hydrometalations, and many others. The discovery of Lewis and Brønsted acid catalyzed manifolds recently, has opened new doors for further development of this important reaction. This book provides an up-to-date, comprehensive survey of the literature of this rich chemistry as it pertains to organic synthesis. Consistent with the goal of Organic Reactions, the content and presentation emphasize the preparative aspects of the reactions, giving considerable attention to the scope and limitations of the individual transformations along with detailed experimental procedures. A tabular survey of all examples of carbonyl allylboration used in organic synthesis is presented in nine tables organized by type of allylic boron reagent with listings within each table according to increasing carbon number of the carbonyl substrates. The literature is covered through December 2010, including a new listing of nearly 200 literature citations that supplement the original coverage of 834 references used in the earlier hard cover version of the chapter. Allylboration of Carbonyl Compounds is intended to be a useful, easily read reference book for all practitioners of synthetic organic chemistry working in academic and industrial laboratories.

Boronic Acids

Boronic Acids
Author: Dennis G. Hall
Publisher: John Wiley & Sons
Total Pages: 571
Release: 2006-05-12
Genre: Science
ISBN: 3527606823

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.

Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis

Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis
Author: E. Fernández
Publisher: Thieme
Total Pages: 582
Release: 2020-05-22
Genre: Science
ISBN: 3132429732

The widespread use of organoboron compounds justifies the efforts devoted to their synthesis, as well as toward developing an understanding of their reactivity. The nature of the mono- or diboron species is of paramount importance in determining the reversible covalent binding properties of the boron atom with both nucleophiles and electrophiles. By wedding the rich chemical potential of organoboron compounds to the ubiquity of organic scaffolds, advanced borylation reactions have the potential to open unprecedented synthetic alternatives, and new knowledge in the field should encourage chemists to use organoboron compounds. In this volume, the main objective is to provide a collection of the most useful, practical, and reliable methods, reported mainly within the last decade, for boron activation and boron reactivity. The volume covers the main concepts of organoboron compounds and includes experimental procedures, enabling newcomers to the field the instant and reliable application of the new tools in synthesis. Rather than aiming for a comprehensive coverage, the most advanced solutions for challenging transformations are introduced. To this end, a team of pioneers and leaders in the field have been assembled who discuss both the practical and conceptual aspects of this rapidly growing field.

Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 6

Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 6
Author: Dieter E. Kaufmann
Publisher: Thieme
Total Pages: 2230
Release: 2014-05-14
Genre: Science
ISBN: 3131779519

Science of Synthesis: Houben-Weyl Methods of Molecular Transformations is the entirely new edition of the acclaimed reference series, Houben-Weyl, the standard synthetic chemistry resource since 1909. This new edition is published in English and will comprise 48 volumes published between the years 2000 and 2008. Science of Synthesis is a quality reference work developed by a highly esteemed editorial board to provide a comprehensive and critical selection of reliable organic and organometallic synthetic methods. This unique resource is designed to be the first point of reference when searching for a synthesis strategy. Contains the expertise of presently 400 leading chemists worldwide Critically evaluates the preparative applicability and significance of the synthetic methods Discusses relevant background information and provides detailed experimental procedures For full information on the Science of Synthesis series, visit the Science of Synthesis Homepage.