You are here: Home → Directory → Faculty → Gerald B. Hammond

Gerald B. Hammond

Professor and University Scholar

Gerald B. Hammond
Division: Organic Chemistry
Specialty:
Phone: 502-852-5998
Email: gb.hammond@louisville.edu
Website: Hammond Group (in progress)

Education and Research Experience

1975 B.S.   Pontificia Universidad Catolica del Peru in Lima, Peru
1979 M.S.  University of British Columbia, Vancouver, Canada
1985 Ph.D. University of Birmingham, England

Research Interests

  • -Interactions of fluorine in organic and organometallic compounds, aimed toward the synthesis of fluorinated building blocks
    -Systematic, international, and multidisciplinary studies of Peruvian medicinal plants targeting cancer and the so-called neglected diseases
    -Development of environmentally friendly synthetic methodologies for the construction of organic molecules
    -New anticancer therapies, in collaboration with faculty from other disciplines and institutions.

Publications (since 2005)

  • 1.    “Reactions of Cationic Gold(I) with Allenoates: Synthesis of Stable Organogold(I) Complexes and Mechanistic Investigations on Gold-Catalyzed Cyclizations” L. Liu, G. B. Hammond Chemistry Asian J. 2009, in press (Very Important Paper VIP DOI: 10.1002/asia.200900091).
  • 2.     “TBAF-Mediated Aldol Reaction of β-Allenoates: Regio- and Stereoselective Synthesis of (2E, 4E)-4-Carbinol Alkadienoates” J. C. Aponte, G. B. Hammond, B. Xu J. Org. Chem. 2009, 74, 4623–4625.
  • 3.    “C-F Activation of Hydrofluorocarbons (HFCs) Mediated by Aluminum Reagents” L. Liu, M. Ali, B. Xu, G. B. Hammond Tetrahedron Lett. 2009, 50, 4078-4080.
  • 4.     “A Multipronged Approach to the Study of Peruvian Ethnomedicinal Plants. A Legacy of the ICBG-Peru Project” J. C. Aponte, A. J. Vaisberg, R. Rojas, M. Sauvain, W. H. Lewis, G. Lamas, C. Sarasara, R. H. Gilman, G. B. Hammond. J. Nat. Prod. 2009, 72, 524-526.
  • 5.     “Efficient Synthesis Of γ-Ketoesters Through Neighboring Carbonyl Group-Assisted Regioselective Hydration Of Alkynyl Esters” W. Wang, B. Xu, G. B. Hammond J. Org. Chem. 2009, 74, 1640-1643. This Article Was Featured In Synfacts 2009, 5, 552.
  • 6.    G. B. Hammond, S. Arimitsu “Synthesis Of Gem-Difluorinated Heterocycles Using A Difluoropropargyl Building Block.” In Fluorinated Heterocycles Andrei A. Gakh, Kenneth L. Kirk, Eds.; ACS Symposium Series 1003, American Chemical Society, Washington, DC; 2009 Pp. 135-164.
  • 7.     “Highly Regioselective Fluorination And Iodination Of Alkynyl Enolates” H. Yang, B. Xu, G. B. Hammond Org. Lett. 2008, 10, 5589–5591.
  • 8.    “Synthesis And Structural Characterization Of Stable Organogold(I) Compounds. Evidence For The Mechanism Of Gold-Catalyzed Cyclizations” L. Liu, B. Xu, M. S. Mashuta, G. B. Hammond J. Am. Chem. Soc. 2008, 130, 17642–17643. This article was referenced in Chemical & Engineering News, Science Concentrates section, March 9, 2009 issue p. 28  (http://pubs.acs.org.proxy.lib.umich.edu/isubscribe/journals/cen/87/i10/html/8710scic5.html).
  • 9.    “On The Nature Of Organoindium Intermediates: The Formation Of Readily Isolable Difluoropropargyl Indium Reagents And Their Regioselectivity Towards Electrophilic Substitutions” B. Xu, G. B. Hammond Chemistry Eur. J. 2008, 14, 10029-10035.
  • 10.    “Synthesis, Cytototoxic And Anti-Trypanosoma Cruzi Activity Of New Chalcones” J. C. Aponte, M. Verástegui,  E. Málaga, M. Zimic, M. Quiliano, A. J. Vaisberg, R. H. Gilman, G. B. Hammond J. Med. Chem. 2008, 51, 6230-6234.
  • 11.     “Selective Enhancement Effects Of Silver Salts On The Transition Metal-Catalyzed Synthesis Of Gem-Difluorinated Heterocyclics Using 2,2-Difluorohomopropargyl Amides” S. Arimitsu, R. L. Bottom, G. B. Hammond. J. Fluorine Chem. 2008, 129, 1047-1051.
  • 12.    “Synthesis Of Functionalized α,α-Disubstituted β-Alkynyl Esters From Allenoates Through An Alkynylenolate Intermediate” W. Wang, B. Xu, G. B. Hammond Org. Lett. 2008, 10, 3713-3716.
  • 13.    “Michael Addition Of Allenoates To Electron-Deficient Olefins: Facile Synthesis Of 2-Alkynyl Substituted Glutaric Acid Derivatives” L. Liu, B. Xu, G. B. Hammond Org. Lett. 2008, 10, 3887-3890.
  • 14.     “Eschenmoser Coupling Reaction Of Selenoamides. Synthesis Of Enamino Esters” S. R. Hussaini, G. B. Hammond Arkivoc, 2008, 129-136.
  • 15.     “The Application Of CF¬2-Metal Complexes In Organic Synthesis” B. Xu, G. B. Hammond Chimica Oggi/Chemistry Today 2008, 26, 20-21.
  • 16.    “Antiinfective And Cytotoxic Compounds Present In Blepharodon Nitidum (Asclepiadaceae)” J. C. Aponte, Y. Estevez, R. H. Gilman, W. H. Lewis, R. Rojas, M. Sauvain, A. J. Vaisberg, G. B. Hammond. Planta Medica 2008, 74, 407-410.
  • 17.    “Synthesis Of 2,4,5-Trisubstituted 3-Fluorofurans Via Iodocyclization And Suzuki Cross Coupling Of Difluorohomopropargyl Alcohols” J. M. Jacobsen, S. Arimitsu And G. B. Hammond.  J. Org. Chem. 2008, 73, 2886-2889. This Article Was Featured In Synfacts 2008, 4, 685.
  • 18.    “Concise Preparation Of 2,2-Difluorohomopropargyl Carbonyl Derivatives. Application To The Synthesis Of 4,4-Difluoroisoquinolinone Congeners” S. Arimitsu, B. Fernández, C. Del Pozo, S. Fustero, G. B. Hammond. J. Org. Chem. 2008, 73, 2656-2661.
  • 19.    “Isolation Of Cytotoxic Metabolites From Targeted Peruvian Amazonian Medicinal Plants” J. C. Aponte, A. J. Vaisberg, R. Rojas, L. Caviedes, W. H. Lewis, G. Lamas, C. Sarasara, R. H. Gilman, G. B. Hammond J. Nat. Prod. 2008, 71, 102-105.
  • 20.    “Thermodynamically Favored Aldol Reaction Of Propargyl Or Allenyl Esters: Regioselective Synthesis Of Carbinol Allenoates” B. Xu G. B. Hammond, Angew. Chem. Int. Ed. 2008, 47, 689-692.
  • 21.    “Selective Synthesis of Fluorinated Furan Derivatives via AgNO3-Catalyzed Activation of an Electronically Deficient Triple Bond” S. Arimitsu, G. B. Hammond J. Org. Chem. 2007, 72, 8559-8561.
  • 22.     “3-Fluoro-2,4,5-triphenylfuran” Jesse M. Jacobsen, S. Arimitsu, Gerald B. Hammond, Mark S. Mashuta Acta Cryst. E. 2007, E63, o4337.
  • 23.    “Intramolecular Hydroamination of Difluoropropargyl Amides: Regioselective Synthesis of Fluorinated β- and γ-Lactams” S. Fustero, B. Fernández, P. Bello, C. Pozo, S. Arimitsu, G. B. Hammond Org. Lett. 2007, 9, 4251 - 4253.
  • 24.    “Intrapilosins I-VII, Pentasaccharides from the Seeds of Ipomea intrapilosa” M. Bah, L. Chérigo, A. T. Cardoso-Taketa, M. Fragoso-Serrano, G. B. Hammond, R. Pereda-Miranda J. Nat. Prod. 2007, 70, 1153-1157.
  • 25.    “Gem-difluoropropargylation of Aldehydes Using Cat. In/Zn in Aqueous Media” S. Arimitsu, J. M. Jacobsen, G. B. Hammond Tetrahedron Lett. 2007, 48, 1625-1627.
  • 26.     “Crystallographic Characterization of Difluoropropargylindium Bromide, a Reactive Fluoroorganometallic Reagent" B. Xu, M. S. Mashuta, G. B. Hammond Angew. Chem. Int. Ed. 2006 45, 7265-7267.
  • 27.    “Lanthanide Triflate-Catalyzed Preparation of β,β-Difluoro Homopropargyl Alcohols in Aqueous Media. Application to the Synthesis of 4,4-Difluoroisochromans” S. Arimitsu, G. B. Hammond J. Org. Chem. 2006, 71, 8865-8868.
  • 28.    “Large Scale Synthesis of the Cdc42 Inhibitor Secramine A and its Inhibition of Cell Spreading” B. Xu, H. Pelish, T. Kirchhausen, G. B. Hammond Org. Biomol. Chem. 2006, 4, 4149-4157.
  • 29.      “In Vivo Wound-Healing Activity of Oleanolic Acid Derived from the Acid Hydrolysis of Anredera diffusa” G. Moura-Letts, L. F. Villegas, A. Marçalo, A. J. Vaisberg, G. B. Hammond J. Nat. Prod. 2006, 69, 978-979. This article was profiled in Chemical & Engineering News, Science Concentrates section (June 26, 2006 issue p. 34,  http://pubs.acs.org/email/cen/html/062606075915.html), and in the daily newspaper The Guardian in England, June 23, 2006 edition (http://education.guardian.co.uk/higher/research/story/0,,1804269,00.html)
  • 30.    “Aegicerin, the First Oleanane Triterpene with Wide-Ranging Antimycobacterial Activity, Isolated from Clavija procera” R. Rojas, L. Caviedes, J. C. Aponte, A. J. Vaisberg, W. H. Lewis, G. Lamas, C. Sarasara, R. H. Gilman, G. B. Hammond J. Nat. Prod. 2006, 69, 845-846.
  • 31.    “Nucleophilic and Electrophilic Substitutions of Difluoropropargyl Bromides” G. B. Hammond J. Fluorine Chem. 2006, 127, 476-488. Special issue dedicated to the Symposium on ‘Frontiers in Fluoroorganic Chemistry.”
  • 32.    “A New Convenient Synthesis of Propargylic Fluorohydrins and 2,5-Disubstituted Furans from Fluoropropargyl Chloride” B. Xu, G. B. Hammond J. Org. Chem. 2006, 71, 3518-3521.
  • 33.     “Larvicidal, Antimycobacterial and Antifungal Compounds from the Peruvian plant Swartzia polyphylla DC” R. Rojas, B. Bustamante, P. Ventosilla, I. Fernández, L Caviedes, R. H. Gilman,, O. Lock G. B. Hammond Chem. Pharm. Bull. 2006, 54, 278-279.
  • 34.    “Highly Regioselective Synthesis of gem-Difluoroallenes through Magnesium Organocuprate SN2’ Substitution” M. Mae, J. A. Hong, B. Xu, G. B. Hammond Org. Lett. 2006 8, 479-482.
  • 35.     “Characterization of gem-difluoropropargyl synthons through HF loss from protonated molecules in methane chemical ionization mass spectra” H. E. Hurst, M. Mae, J. A. Hong and G. B. Hammond J. Fluorine Chem. 2006, 127, 126-132
  • 36.    "An Efficient Synthesis of Difluoropropargyl Bromides" B. Xu, M. Mae, J. A. Hong, Y. Li, G. B. Hammond Synthesis 2006, 803-806.
  • 37.    “Isolation of the Active Compound in Mauria heterophylla, a Peruvian Plant with Antibacterial Activity” T. Mori, C. Chang, D. Maurtua, G.B. Hammond Phytotherapy Research 2006, 20, 160-161.
  • 38.     “Difluoroallenyl Bromide as a Wide-Ranging Difluoromethylene Cation Equivalent: SN2 Substitution of Difluoropropargyl Bromide through Sequential SE2' and SN2' Reactions" B. Xu. G.B. Hammond Angew. Chem. Int. Ed. 2005, 44, 7404-7407. (Angew. Chem. 2005, 117, 7570-7573).
  • 39.     “Mg(0)-Promoted Debromometalation of gem-Difluoropropargyl Bromides” M. Mae, J. A. Hong, G. B. Hammond and Kenji Uneyama, Tetrahedron Lett. 2005, 46, 1787-1789.
  • 40.    G. B. Hammond, “Functionalized Fluorinated Allenes,” in Fluorine-Containing Synthons, ACS Symposium Series #911, Soloshonok, V. A. Ed., Oxford University Press/American Chemical Society, Washington, D.C., 2005; Chapter 10, pp 204-217.
  •  41.   “Ethnobotany, Phytochemistry and Pharmacology of Uncaria (Rubiaceae)” M. E. Heitzman, C. C. Neto, E. Winiarz, A. J. Vaisberg and G. B. Hammond, Phytochemistry 2005, 66, 5-29.
Document Actions
« February 2010 »
February
MoTuWeThFrSaSu
1234567
891011121314
15161718192021
22232425262728