New Developments in Organic Chemistry: Methods and Total Synthesis

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The proposed research program is aimed at the development of novel strategies and new synthetic methods and reagents for the efficient formation of carbon-carbon and carbon-heteroatom bonds. Methods that can generate products in a selective manner, whether in a site selective, chemoselective or stereoselective fashion are of particular importance, since they can then be used for the controlled and predictable synthesis of complex molecules. The use of transition metal catalysis provides one approach to achieve this goal, while the development of domino reaction sequences will allow for the rapid construction of molecular complexity. Specific projects outlined in the current proposal include the development of pericyclic reactions, organoboron and alkyne chemistry. The scope of these methods and, where appropriate, the mechanism of the reactions will be determined. The synthetic methods will be applied directly to the syntheses of biologically relevant and structurally complex taregt molecules, including natural products which display anticancer or antibiotic activity, such as macrocylic depsipeptides and alkaloids. General methods, reactions and reagents that are of broad applicability ultimately result in practical benefits to other synthetic organic chemists, both in academic labs and commercial labs. Overall the proposed program will not only advance basic research in science and technology, but will also provide a training and research environment for students interested in research and development careers in the pharmaceutical, biotechnology, medicinal, agrochemical, and high-tech materials sectors.