Dennis G. Hall – författare

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.

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.

Following the huge success of the first edition, which has become THE reference source for everyone working in the field, this long-awaited, completely updated edition features almost 50% new content. The world-renowned chemist Prof Dennis Hall is joined by a select group of top authors to cover all modern aspects of boronic acid derivatives in one comprehensive handbook. The experimental procedures described make for extremely useful reading. From the reviews of the first edition: "...deserves to be on the bookshelf of all synthetic chemists, whether in discovery or process chemistry."

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.