Preparation and Applications in Organic Synthesis and Medicine – Boronic Acids

Dennis Hall is a Professor of Chemistry at the University of Alberta (Edmonton, Canada). He was born in 1968 in northern Quebec, Canada, and was educated at Universite Sherbrooke, obtaining his Ph.D. in 1995 under the direction of Prof. Pierre Deslongchamps. Hall was an NSERC Postdoctoral Fellow in the laboratory of Prof. Peter G. Schultz in the Department of Chemistry at the University of California, Berkeley, and initiated his independent career in 1997. The unifying theme of his research program is the development of new synthetic and biological applications of organoboronic acid derivatives. Ongoing projects in his laboratory cover a wide range of topics, including stereocontrolled allylation methodology, multicomponent reactions, solid-phase organic synthesis, combinatorial chemistry and oligosaccharide recognition. His recent awards include a Petro-Canada Young Innovator Award (2003), the AstraZeneca Award in Chemistry (2003), and the University of Alberta's Martha Cook Piper Research Prize (2004). He is a Fellow of the Canadian Institute of Chemistry.

Structure, properties, and preparation of boronic acid derivatives. Overview of their reactions and applications. Metal-catalyzed borylation of alkanes and arenas via C-H activation for synthesis of boronic esters. Coupling reactions of areneboronic acids or esters with aromatic electrophiles. Rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds. Copper-promoted C-O and C-N cross-coupling of boronic acids. Preparation of allylboronates and recent applications in organic synthesis. Nulceophilic addition reactions of aryl and akenylboronic acids and their derivatives to imines and iminium ions. Alpha-haloalkylboronic esters in asymmetric synthesis. Cycloadditions and other additions to alkenyl- alkynyl-, and dienylboronic esters. Organoboronic acids and organoborinic acids as Bronsted-Lewis acid 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.