个人简介

Assistant Professor, born 1982; B.S. University of California, Berkeley (2004); Ph.D. The Scripps Research Institute (2009); NIH Postdoctoral Fellow, Massachusetts Institute of Technology (2009-2012); Elsevier Reaxys Prize (2010); Roche Excellence in Chemistry Award (2008); ACS Division of Organic Chemistry Graduate Fellowship (2008); Bristol-Myers Squibb Graduate Fellowship (2007); Erich O. & Elly M. Saegebarth Prize in Chemistry (2004).

研究领域

Organic and Organometallic Chemistry — Natural product total synthesis, Synthetic organic methodology development, Catalyst design. Synthesis is the unifying theme of our group—total synthesis, new methods for organic synthesis, and the synthesis of new catalyst architectures. In the former area, we are actively pursuing innovative solutions to the total chemical synthesis of a number of complex, biologically active natural products. The identification and realization of powerfully simplifying transformations, which allow for rapid access to the target structure, is a major driving force of our research program. In addition, the interplay between structure and function, and the ability to “re-engineer” natural product structures in an attempt to increase their applicability to problems in biology and medicine is also of particular interest and target selection typically reflects this objective. In a second area, we are interested in exploring unorthodox approaches to catalyst design for transition metal-mediated processes. Traditional metal/ligand catalyst systems often feature rigid ligands with well-defined steric and electronic parameters. We are interested in the synthesis and study of fluxional ligand structures with the potential to access many different steric and electronic states during catalysis. We will use the tools of organic and organometallic chemistry to synthesize and characterize the behavior of these systems.

We are actively engaged in the pursuit of innovative solutions to the total synthesis of complex, biologically active natural products with relevance to issues of human health. The identification and realization of powerfully simplifying transformations and strategies in synthesis, which allow for rapid access to the target structure, is the principle driving force for our research program. During the course of our studies, researchers become acclimated to all facets of organic synthesis including: strategy-level synthetic planning, reaction discovery and optimization, organometallic synthesis, and small-molecule catalyst development. Being able to rapidly access complex targets in meaningful quantities and systematically alter their molecular structures in useful timeframes places us in a powerful position for further exploring structure/function relationships, target identification studies, and medicinal chemistry exploration.

近期论文

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Brill, Z. G.; Condakes, M. L.; Ting, C. P.; Maimone, T. J. Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products, Chem. Rev. 2017, Articles ASAP. Hu, X.; Xu, S.; Maimone, T. J. A Double Allylation Strategy for Gram-Scale Guaianolide Production: Total Synthesis of (+)-Mikanokryptin, Angew. Chem. Int. Ed. 2017, 56, 1624. Hung, K.#; Condakes, M. L.#; Morikawa, T.; Maimone, T. J. Oxidative Entry into the Illicium Sesquiterpenes: Enantiospecific Synthesis of (+)-Pseudoanisatin, J. Am. Chem. Soc. 2016, 138,16616. (# contributed equally) Ting, C. P.#; Xu, G.#; Zeng, X.; Maimone, T. J. Annulative Methods Enable a Total Synthesis of the Complex Meroterpene Berkeleyone A, J. Am. Chem. Soc. 2016, 138, 14868. (# contributed equally) Brill, Z. G.; Grover, H. K.; Maimone, T. J. Enantioselective Synthesis of an Ophiobiolin Sesterterpene via a Programmed Radical Cascade, Science 2016, 352, 1078. Ting, C.P.; Maimone, T.J. The Total Synthesis of Hyperforin, Synlett 2016, 27, 1443-1449. Ting, C.P.; Maimone, T. J. Total Synthesis of Hyperforin, J. Am. Chem. Soc. 2015, 137, 10516. Zhao, Y.-M.; Maimone, T. J. Short, Enantioselective Total Synthesis of Chatancin, Angew. Chem. Int. Ed. 2015, 54, 1223. Hu, X.; Maimone, T. J. Four-step Synthesis of the Antimalarial Cardamom Peroxide via an Oxygen Stitching Strategy, J. Am. Chem. Soc. 2014, 136, 5287-5290. Ting, C. P.; Maimone, T. J. C-H Bond Arylation in the Synthesis of Aryltetralin Lignans: A Short Total Synthesis of Podophyllotoxin, Angew. Chem. Int. Ed. 2014, 53, 3115-3119. Hu, X., Maimone, T. J. “Peroxy Radical Additions,” in Science of Synthesis, Applications of Domino Transformations in Organic Synthesis, Vol. 1, Snyder, S. A. Ed.; Georg Thieme Verlag: Stuttgart, Germany, 2016; 157-186. Milner, P. J.; Maimone, T. J.; Su, M.; Chen, J.; Müller, P.; Buchwald, S. L. Investigating the Dearomative Rearrangement of Biaryl Phosphine-Ligated Pd(II) Complexes, J. Am. Chem. Soc. 2012, 134,19922-19934. Maimone, T. J.; Milner, P. J.; Kinzel, T.; Zhang, Y.; Takase, M. J.; Buchwald, S. L. Evidence for In Situ Catalyst Modification During the Pd-Catalyzed Conversion of Aryl Triflates to Aryl Fluorides, J. Am. Chem. Soc. 2011, 133, 18106-18109. Maimone, T. J.#; Noël, T.#; Buchwald, S. L. Accelerating Pd-Catalyzed C–F Bond Formation: Use of a Microflow Packed-Bed Reactor, Angew. Chem. Int. Ed. 2011, 50 , 8900-8903. [# contributed equally] Maimone, T. J.; Buchwald, S. L. Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of O-Arylhydroxylamines and Substituted Benzofurans, J. Am. Chem. Soc. 2010, 132, 9990-9991. Maimone, T. J.; Ishihara, Y.; Baran, P. S. Scalable Total Syntheses of (–)-Hapalindole and (+)-Ambiguine H, Tetrahedron 2015, 71, 3652-3665. [Special Issue: The Chemistry of Pyrrole and Indole Natural Products] Krenske, E. H.; Perry, E. W.; Jerome, S. V.; Maimone, T. J.; Baran, P. S.; Houk, K. N. Why a Proximity-Induced Diels-Alder Reaction Is So Fast, Org. Lett. 2012, 14, 3016-3019. Maimone, T. J.; Shi, J.; Ashida, S.; Baran, P. S. Total Synthesis of Vinigrol, J. Am. Chem. Soc. 2009, 47, 17066-17067. Maimone, T. J.; Voica, A. F.; Baran, P. S. A Concise Approach to Vinigrol, Angew. Chem Int. Ed. 2008, 47, 3054-3056. Richter, J. M.; Whitefield, B. W.; Maimone, T. J.; Lin, D. W.; Castroviejo, M. P.; Baran, P. S. Scope and Mechanism of Direct Indole and Pyrrole Couplings Adjacent to Carbonyl Compounds: Total Synthesis of Acremoauxin A and Oxazinin 3, J. Am. Chem. Soc. 2007, 129, 12857-12869. Baran, P. S.; Maimone, T. J. A Tuxedo for Iodine Atoms, Nature 2007, 445, 826-827. Maimone, T. J.; Baran, P. S. Modern Synthetic Efforts Toward Biologically Active Terpenes, Nat. Chem. Biol. 2007, 3, 396-407. Baran, P. S.; Maimone, T. J.; Richter, J. M. Total Synthesis of Marine Natural Products Without Using Protecting Groups, Nature, 2007, 446, 404-408. Malerich, J. P.; Maimone, T. J.; Elliot, G. M.; Trauner, D. Biomimetic Synthesis of Antimalarial Naphthoquinones, J. Am. Chem. Soc. 2005, 127, 6276-6283.