个人简介

Assistant Professor. B.Sc., M.Sc., University of Toronto, 1993, 1995; Ph.D. Stanford University, 2000; Postdoctoral fellow, Caltech, 2001-2002. Roche Award for Excellence in Chemistry (1999); Nobel Laureate Signature Award (2002); Camille and Henry Dreyfus New Faculty Award (2002); Research Corporation, Research Innovation Award (2002); Boehringer-Ingelheim New Faculty Award (2003); Amgen New Faculty Award (2003); GlaxoSmithKline Chemistry Scholar Award (2004); Eli Lilly Grantee Award (2004); Dupont Young Investigator Award (2004); Japan Society for the Promotion of Science Fellowship (2005); BMS Unrestricted Grant in Synthetic Organic Chemistry (2005); NSF CAREER Award (2005).

研究领域

Organic, Organometallic Chemistry — Organic and organometallic chemistry are employed in the development of new synthetic methods, enantioselective catalysts and strategies for the synthesis of natural products. Research in my group is primarily aimed toward the development of catalysts and catalytic reactions and methods for organic synthesis. Ultimately, we are interested in using these methods to address problems in the synthesis of complex molecules possessing interesting structural, biological and physical properties. As such, our research program spans the areas of organic synthesis, catalysis, and organometallic chemistry. Two mechanistically distinct applications of complexes with metal-ligand multiple bonds are illustrative of our approach. First, we envision a new approach to catalysis utilizing transition metal-ligand pi-bonds to activate sigma-bonds towards addition reactions. We are also examining metal-ligand and ancillary ligand combinations with the ultimate goal of developing enantioselective versions of these reactions. The concept of employing complexes containing metal-ligand multiple bonds as bifunctional catalysts for sigma-bond activation represents a dramatic shift from the traditional applications of metal-oxo complexes as catalysts for atom transfer (epoxidations, aziridinations and dihydroxylation) and for functional group oxidations. Second, we are developing metal-dioxo complexes as catalysts for three-component cycloadditions in which the oxo ligand is one of the partners. We are applying these cycloaddition reactions to the synthesis of natural products such as kallolide A (anti-inflammatory and cytotoxic properties). A second area of research is the development of new catalysts and synthetic methods for the formation of carbon-carbon and carbon-heteroatom bonds. Of particular interest are addition reactions including additions to olefins and alkynes, alkene-alkene coupling and other atom transfer additions. For example, we are investigating catalytic methods for the addition of water and alcohols to enones as an alternative entry into aldol adducts. Our ultimate goal is to develop enantioselective variants of these reactions and utilize them in the synthesis of natural products such as epoxyquinol (antiangiogenic activity), the eudesmanolides (antitumor) and the amphidinolides (cytotoxic).

Organic, Organometallic Chemistry — Organic and organometallic chemistry are employed in the development of new synthetic methods, enantioselective catalysts and strategies for the synthesis of natural products. Research in my group is primarily aimed toward the development of catalysts and catalytic reactions and methods for organic synthesis. Ultimately, we are interested in using these methods to address problems in the synthesis of complex molecules possessing interesting structural, biological and physical properties. As such, our research program spans the areas of organic synthesis, catalysis, and organometallic chemistry. Two mechanistically distinct applications of complexes with metal-ligand multiple bonds are illustrative of our approach. First, we envision a new approach to catalysis utilizing transition metal-ligand pi-bonds to activate sigma-bonds towards addition reactions. We are also examining metal-ligand and ancillary ligand combinations with the ultimate goal of developing enantioselective versions of these reactions. The concept of employing complexes containing metal-ligand multiple bonds as bifunctional catalysts for sigma-bond activation represents a dramatic shift from the traditional applications of metal-oxo complexes as catalysts for atom transfer (epoxidations, aziridinations and dihydroxylation) and for functional group oxidations. Second, we are developing metal-dioxo complexes as catalysts for three-component cycloadditions in which the oxo ligand is one of the partners. We are applying these cycloaddition reactions to the synthesis of natural products such as kallolide A (anti-inflammatory and cytotoxic properties). A second area of research is the development of new catalysts and synthetic methods for the formation of carbon-carbon and carbon-heteroatom bonds. Of particular interest are addition reactions including additions to olefins and alkynes, alkene-alkene coupling and other atom transfer additions. For example, we are investigating catalytic methods for the addition of water and alcohols to enones as an alternative entry into aldol adducts. Our ultimate goal is to develop enantioselective variants of these reactions and utilize them in the synthesis of natural products such as epoxyquinol (antiangiogenic activity), the eudesmanolides (antitumor) and the amphidinolides (cytotoxic).

近期论文

查看导师新发文章 （温馨提示：请注意重名现象，建议点开原文通过作者单位确认）

Exploiting non-covalent interactions for catalyst design Neel, A.J.; Hilton, M.J.; Sigman, M.S.; Toste, F.D. Nature 2017, 543, 637-646 Pursuit of Noncovalent Interactions for Strategic Site-Selective Catalysis Toste, F.D.; Sigman, M.S.; Miller, S.J. Acc. Chem. Res. 2017, 50, 609-615 The development and mechanistic investigation of a palladium-catalyzed 1,3-arylfluorination of chromenes Thornbury, R.T.; Saini, V.; Fernandes, T.A.; Santiago, C.B.; Talbot, E.P.A.; Sigman, M.S.; McKenna, J.M.; Toste, F.D. Chem. Sci. 2017, 8, 2890-2897 Redox-based reagents for chemoselective methionine bioconjugation Lin, S.; Yang, X.; Jia, S.; Weeks, A.M.; Hornsby, M.; Lee, P.S.; Nichiporuk, R.V.; Iavarone, A.T.; Wells, J.A.; Toste, F.D.; Chang, C.J. Science 2017, 355, 597-602 ABE Condensation over Monometallic Catalysts:Catalyst Characterization and Kinetics Goulas, K.A.; Gunbas, G.; Dietrich, P.J.; Sreekumar, S.; Grippo, A.; Chen, J.P.; Gokhale, A.A.; Toste, F.D. ChemCatChem 2017, 9, 677-684 New Insights into Aldol Reactions of Methyl Isocyanoacetate Catalyzed by Heterogenized Homogeneous Catalysts Ye, R.; Zhao, J.; Yuan, B.; Liu, W.; De Araujo, J.R.; Faucher, F.F; Chang, M.; Deraedt, C.V.; Toste, F.D.; Somorjai, G.A. Nano Letters 2017, 17, 584-589 High-spatial-resolution mapping of catalytic reactions on single particles Wu, C.; Wolf, W.J.; Levartovsky, Y.; Bechtel, H.A.; Martin, M.C.; Toste, F.D.; Gross, E. Nature 2017, 541, 511-515 Enantioselective Oxidative Homocoupling and Cross-Coupling or 2-Naphthols Catalyzed by Chiral Iron Phosphate Complexes Narute, S.; Parnes, R.; Toste, F.D.; Pappo, D. J. Am. Chem. Soc. 2016, 138, 16553-16560 Development and Analysis of a Pd(0)-Catalyzed Enantioselective 1,1-Diarylation of Acrylates Enabled by Chiral Anion Phase Transfer Yamamoto, E.; Hilton, M.J.; Orlandi, M.; Saini, V.; Toste, F.D.; Sigman, M.S. J. Am. Chem. Soc. 2016, 138, 15877-15880 Production of Fuels and Chemicals from Biomass: Condensation Reactions and Beyond Wu, L.; Moteki, T.; Gokhale, A.A.; Flaherty, D.W.; Toste, F.D. Chem 2016, 1, 32-58 Palladium-Catalyzed Defluorinative Coupling of 1-Aryl-2,2-Difluoroalkenes and Boronic Acids: Stereoselective Synthesis of Monofluorostilbenes Thornbury, R.T.; Toste, F.D. Angew. Chem. Int. Ed. 2016, 55, 11629-11632 Biomimetic Approach to the Catalytic Enantioselective Synthesis of Flavonoids Yang, Z.; He, Y.; Toste, F.D. J. Am. Chem. Soc. 2016, 138, 9775-9778 Scope and Mechanism of Cooperativity at the Intersection of Organometallic and Supramolecular Catalysis Levin, M.D.; Kaphan, D.M.; Hong, C.M.; Bergman, R.G.; Raymond, K.N.; Toste, F.D. J. Am. Chem. Soc. 2016, 138, 9682-9693 Metal Nanoparticles Catalyzed Selective Carbon-Carbon Bond Activation in the Liquid Phase Ye, R.; Yuan, B.; Zhao, J.; Ralston, W.T.; Wu, C.Y.; Barin, E.U.; Toste, F.D.; Somorjai, G.A. J. Am. Chem. Soc. 2016, 138, 8533-8537 Seven Post-synthetic Covalent Reactions in Tandem Leading to Enzyme-like Complexity within Metal-Organic Framework Crystals Fracaroli, A.M.; Siman, P.; Nagib, D.A.; Suzuki, M.; Furukawa, H.; Toste, F.D.; Yaghi, O.M. J. Am. Chem. Soc. 2016, 138, 8352-8355 Enantioselective Palladium-Catalyzed Oxidative b,b-Fluoroarylation of a,b-Unsaturated Carbonyl Derivatives Miro, J.; del Pozo, C.; Toste, F.D.; Fustero, S. Angew. Chem. Int. Ed. 2016, 55, 9045-9049