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Andrei Yudin

Andrei Yudin

Academic Title: Professor

Phone: 416-946-5042

Office: DB 362

Email:

Research Homepage: http://www.chem.utoronto.ca/staff/YUDIN/yudinsgroup.html

Research

The research efforts in our group focus on developing new methods for organic synthesis. Due to frequent occurrence of nitrogen within the molecules of biological significance, our main goal is to find new processes that allow for chemo- and stereoselective incorporation of nitrogen-containing fragments into organic molecules. Defining converging approaches to stereochemically complex nitrogen-containing heterocycles is of particular significance. Asymmetric construction of quaternary carbon centers next to nitrogen and applications of this methodology in target-oriented heterocyclic synthesis is another active area of research. Several fundamental questions that relate to the stereocontrolled synthesis of saturated nitrogen-containing heterocycles have been raised in the course of our recent investigations of aziridine chemistry. These explorations have been shaping our interest in the stereoselective metal-catalyzed amination of electron-deficient olefins followed by cycloamination, inter- and intramolecular reactions of functionalized aziridines, and asymmetric transformations of iminium ions.

Selected Publications

Hili, R. and Yudin, A. K. "Readily available unprotected amino aldehydes", J. Am. Chem. Soc. 2006 , 128 , 14772-14773

He, Z. and Yudin, A. K. "Palladium-Catalyzed Oxidative Activation of Cyclopropanes", Org. Lett. 2006 , 8 , 5829-5832

Alphonse, F. -A. and Yudin, A. K. "Rhodium-catalyzed stereoselective formation of Z - enamines from allyl aziridines", J. Am. Chem. Soc. 2006 , 128 , 11754-11755

Chen, G.; Sasaki, M.; Li, X.; Yudin, A. K. "Strained enamines as versatile intermediates for stereocontrolled construction of nitrogen heterocycles", J. Org. Chem. 2006 , 71 , 6067-6073

Hili, R. and Yudin, A. K. "Making carbon-nitrogen bonds in biological and chemical synthesis", Nature Chem. Biol. 2006 , 2 , 284-287

Watson, I. D. G.; Yu, L.; and Yudin, A. K. "Advances in nitrogen transfer reactions using aziridines", Acc. Chem. Res. 2006 , 39 , 194-206

Watson, I. D. G. and Yudin, A. K. "New insights into the mechanism of palladium-catalyzed allylic amination", J. Am. Chem. Soc. 2005 , 127 , 17516-17529