A collaboration between Professor Houk (UCLA) and Professor Aviyente (Bogazici University, Istanbul, Turkey) on modeling the stereoselective catalysis of the desymmetrization of meso compounds is proposed to the Fogarty International Research Collaboration Award. The goal of the parent project (GM-36700), entitled """"""""Stereoselectivities of Synthetic Organic Reactions,"""""""" is to develop computational methods to explore and predict stereoselective organic reactions.
The specific aim of the FIRCA project, entitled """"""""Stereoselective Catalysis of the Asymmetric Desymmetrization of Meso Compounds,"""""""" is to understand the origins of the stereoselective nonenzymatic ring openings in the desymmetrization of meso cyclic anhydrides. The ultimate goal is to develop a theoretical understanding of the factors that control stereoselectivity and to predict new useful reactions of this type.
|Ugur, Ilke; Agopcan Cinar, Sesil; Dedeoglu, Burcu et al. (2017) 1,3-Dipolar Cycloaddition Reactions of Low-Valent Rhodium and Iridium Complexes with Arylnitrile N-Oxides. J Org Chem 82:5096-5101|
|Krenske, Elizabeth H; Agopcan, Sesil; Aviyente, Viktorya et al. (2012) Causation in a cascade: the origins of selectivities in intramolecular nitrone cycloadditions. J Am Chem Soc 134:12010-5|
|Gul, Seref; Schoenebeck, Franziska; Aviyente, Viktorya et al. (2010) Computational study of factors controlling the boat and chair transition states of Ireland-Claisen rearrangements. J Org Chem 75:2115-8|
|Celebi-Olçüm, Nihan; Aviyente, Viktorya; Houk, K N (2009) Mechanism and selectivity of cinchona alkaloid catalyzed [1,3]-shifts of allylic trichloroacetimidates. J Org Chem 74:6944-52|
|Celebi-Olcum, Nihan; Ess, Daniel H; Aviyente, Viktorya et al. (2008) Effect of Lewis acid catalysts on Diels-Alder and hetero-Diels-Alder cycloadditions sharing a common transition state. J Org Chem 73:7472-80|