个人简介

Dr. Beauchemin's research program focuses on the development of new synthetic methods and their application in total synthesis of natural products and bioactive molecules. Special focus is put on the development of efficient syntheses of nitrogen-containing molecules since over 90% of the drugs on the market possess at least one nitrogen atom in their structure and approximately one reaction out of six performed in the pharmaceutical industry involves the formation of a carbon-nitrogen bond.

研究领域

Organic and Biological Chemistry Synthetic organic chemistry Total synthesis Catalysis Amination Heterocyclic chemistry

Over 90% of the drugs on the market possess at least one nitrogen atom in their structure and approximately one reaction out of six performed in the pharmaceutical industry involves the formation of a carbon-nitrogen bond. Most pharmaceuticals that cure diseases and improve our quality of life have emerged from intense medicinal chemistry efforts. Clinical candidates are selected from thousands of potential molecules, each of which has been designed, synthesized in an average of 8 steps, and thoroughly tested. Chemical innovation is at the core of this endeavor, and new technologies are rapidly adopted by industry in an effort to improve the efficiency of the drug discovery process. Our program is centered on the development of new reactions and catalysts for the synthesis of key structural subunits of demonstrated importance in medicinal chemistry and agrochemistry, thus providing quicker access to bioactive molecules and enabling the formation of new compounds. Our program also uses inexpensive reagents and catalysts, leading to emerging applications in the synthesis of bulk chemicals. Building on momentum gained in the synthesis of nitrogen-containing molecules (1), our work now also features the use of aldehydes as catalysts operating via temporary intramolecularity (2) and the development of a new family of isocyanates for applications in medicinal chemistry and in the isocyanate industry (3). Specific Research Interests: Amination reactions of alkenes, allenes and alkynes (including hydroamination and aminocarbonylation) Heterocyclic synthesis – synthesis of bioactive molecules Organocatalysis, including enantioselective transformations

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Rizk, T., Bilodeau, E.J.-F., Beauchemin, A.M. Synthesis of pyridines and pyrazines using an intramolecular hydroamination-based sequence. Angew. Chem. Int. Ed. 48, 8325-8327, 2009 Roveda, J.G., Clavette, C., Hunt, A.D., Whipp, C., Gorelsky, S.I., Beauchemin, A.M. Hydrazides as tunable reagents for hydroamination and aminocarbonylation. J. Am. Chem. Soc. 131, 8740-8741, 2009 Bourgeois, J., Dion, I., Cebrowskim, P.H., Loiseau, F., Bédard, A.-C., Beauchemin, A.M. The tandem cope-type hydroamination / [2,3]-Rearrangement sequence: A strategy to favour the formation of intermolecular hydroamination products and enable difficult cyclizations. J. Am. Chem. Soc. 131, 874-875, 2009 Moran, J., Gorelsky, S.I., Dimitrijevic, E., Lebrun, M.-E., Bédard, A.-C., Séguin, C., Beauchemin, A.M. Intermolecular cope-type hydroamination of alkenes and alkynes using hydroxylamines. J. Am. Chem. Soc. 130, 17893-17906, 2008 Evans, D.A., Dunn, T.B., Kværnø, L., Beauchemin, A., Raymer, B., Olhava, E.J., Mulder, J.A., Juhl, M., Kagechika, K., Favor, D.A. Total synthesis of (+)-Azaspiracid-1. An exhibition of the intricacies of complex molecule synthesis. J. Am. Chem. Soc. 130, 16295-16309, 2008