个人简介

Ruth L. Kirschstein National Research Service Award, National Institutes of Health, 2005-2007 American Chemical Society, Division of Organic Chemistry &drquote;Nelson J. Leonard Fellowship&dlquote;, Sponsored by Organic Syntheses, Inc., 2002 Dynamic Aspects of Chemical Biology Training Grant, National Institutes of Health, 2000-2002 James L. Howe Award, American Chemical Society, Blue Ridge Section, 1999

研究领域

Organic Chemistry/Inorganic & Organometallic Chemistry

Research in our lab focuses on devising new methods for the stereoselective synthesis of carbon-carbon and carbon-heteroatom bonds. A key to our success in these areas, will be a sound understanding of the mechanistic basis for these new reactions. Whenever possible, we will extend the application of these new methods into the realm of enantioselective catalysis, through the use of chiral Lewis acids and transition metal complexes. Early projects we will exploring include: the development of catalytic enantioselective Claisen-type rearrangements, asymmetric phenol oxidation/dearomatization, and new applications of olefin metathesis catalysts. In many of these projects, we will have the opportunity to expand their scope through the generation and use of soluble polymer-bound catalysts. Ultimately, the goal in our lab is to successfully utilize these new reactions and reagents in the total synthesis of biologically interesting natural products. In particular, we are interested in natural products that are structurally suitable for analog synthesis. With these analogs in hand we will then actively pursue collaborations in the fields of molecular modeling and molecular biology with which to design and test these new structural analogs in order to gain a better understanding of their mode of action. The ultimate outcome of these collaborations will be biologically active compounds with increased potency and selectivity

近期论文

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Harned, A. M. α-Alkylation of a norbornene-derived tricyclic ketone: are steric factors really in control? Chem. Commun. 2015, 51, 2076–2079. Kalstabakken, K. A.; Harned, A. M. Asymmetric transformations of achiral 2,5-cyclohexadienones. Tetrahedron 2014,70, 9571–9585. (Invited report article) Harned, A. M. Asymmetric oxidative dearomatizations promoted by hypervalent iodine(III) reagents: an opportunity for rational catalyst design? Tetrahedron Lett. 2014, 55, 4681–4689. (Invited digest article) Volp, K. A.; Harned, A. M. Origin of Stereoselectivity of the Alkylation of Cyclohexadienone-Derived Bicyclic Malonates. J. Org. Chem. 2013, 78, 7554–7564. Tello-Aburto, R.; Kalstabakken, K. A.; Harned, A. M. Ligand and Substrate Effects During Pd-Catalyzed Cyclizations of Alkyne-Tethered Cyclohexadienones. Org. Biomol. Chem. 2013, 11, 5596–5604. Kalstabakken, K. A.; Harned, A. M. Spectral Database for Instructors: A Living, Online NMR FID Database. J. Chem. Ed. 2013, 90, 941–943. Moon, N. G.; Harned, A. M. Iodine(III)-promoted synthesis of oxazolines from N-allylamides. Tetrahedron Lett. 2013,54, 2960–2963. Volp, K. A.; Harned, A. M. Chiral Aryl Iodide Catalysts for the Enantioselective Synthesis of para-Quinols. Chem. Commun. 2013, 49, 3001–3003. Hexum, J. K.; Tello-Aburto, R.; Struntz, N. B.; Harned, A. M.; Harki, D. A. Bicyclic Cyclohexenones as Inhibitors of NF-κB Signaling. ACS Med. Chem. Lett. 2012, 3, 459–464. Harned, A. M.; Volp, K. A. The sorbicillinoid family of natural products: Isolation, biosynthesis, and synthetic studies.Nat. Prod. Rep. 2011, 28, 1790–1810. Tello-Aburto, R.; Kalstabakken, K. A.; Volp, K. A.; Harned, A. M. Regioselective and Stereoselective Cyclization of Cyclohexadienones Tethered to Active Methylene Groups. Org. Biomol. Chem. 2011, 9, 7849–7859.(Featured in the top 10% of the most highly cited articles published in the Impact Factor window for 2011-2012) Volp, K. A.; Johnson, D. M.; Harned, A. M. A Concise Synthetic Approach to the Sorbicillactones: Total Synthesis of Sobicillactone A and 9-epi-Sorbicillactone A. Org. Lett. 2011, 13, 4486–4489. Lang, P. T.; Harned, A. M.; Wissinger, J. E. Oxidation of Borneol to Camphor using Oxone and Catalytic Sodium Chloride: A Green Experiment for the Undergraduate Organic Chemistry Laboratory. J. Chem. Ed. 2011, 88, 652–656. Rout, L.; Harned, A. M. Allene Carboxylates as Dipolarophiles in Rh-Catalyzed Carbonyl Ylide Cycloadditions. Chem. Eur. J. 2009, 15, 12926–12928. Tello-Aburto, R.; Harned, A. M. Palladium-Catalyzed Reactions of Cyclohexadienones: Regioselective Cyclizations Triggered by Alkyne Acetoxylation. Org. Lett. 2009, 11, 3998–4000. Bennett, N. B.; Hong, A. Y.; Harned, A. M.; Stoltz, B. M. Synthesis of Enantioenriched γ-Quaternary Cycloheptenones Using a Combined Allylic Alkylation/Stork–Danheiser Approach: Preparation of Mono-, Bi-, and Tricyclic Systems.Org. Biomol. Chem. 2012, 10, 56–59. Hong, A. Y.; Bennett, N. B.; Krout, M. R.; Jensen, T.; Harned, A. M.; Stoltz, B. M. Palladium-Catalyzed Asymmetric Alkylation in the Synthesis of Cyclopentanoid and Cycloheptanoid Core Structures Bearing All-Carbon Quaternary Stereocenters. Tetrahedron 2011, 67, 10234–10248. (Special issue in honor of Gilbert Stork) Behenna, D. C.; Mohr, J. T.; Sherden, N. H.; Marinescu, S. C.; Harned, A. M.; Tani, K.; Seto, M.; Ma, S.; Novák, Z.; Krout, M. R.; McFadden, R. M.; Roizen, J. L.; Enquist, J. A. Jr.; White, D. E.; Levine, S. R.; Petrova, K. V.; Iwashita, A.; Virgil, S. C.; Stoltz, B. M. Enantioselective Decarboxylative Alkylation Reactions: Catalyst Development, Substrate Scope, and Mechanistic Studies. Chem.—Eur. J. 2011, 17, 14199–14223. Hong, A. Y.; Krout, M. R.; Jensen, T.; Bennett, N. B.; Harned, A. M.; Stoltz, B. M. Ring-Contraction Strategy for the Practical, Scalable, Catalytic Asymmetric Synthesis of Versatile γ-Quaternary Acylcyclopentenes. Angew. Chem. Int. Ed. 2011, 50, 2756–2760. (Angew. Chem. 2011, 123, 2808–2812) Mohr, J. T.; Behenna, D. C.; Harned, A. M.; Stoltz, B. M. Deracemization of Quaternary Stereocenters by Pd-Catalyzed Enantioconvergent Decarboxylative Allylation of Racemic β-Ketoesters. Angew. Chem. Int. Ed. 2005, 44, 6924–6927. (Angew. Chem. 2005, 117, 7084–7087)