Publications

* denotes a Lafayette undergraduate research student.

2017

  • “Synthesis of Stemofuran C, L and T: Revised structure for stemofuran L” Miles, W. H.; Madison, C. M.*; Kim, C. Y*; Sweitzer, D. J*; Valent, S. D.*; Thamattoor, D. M.  J. Organomet. Chem. 2017, 851,  218-224.

2016

  • “Through-Space Shielding Effects of Metal-Complexed Phenyl Rings” Miles, W. H.; Robinson, M. J.*; Lessard, S. G.; Thamattoor, D. M.  J. Org. Chem. 2016, 81, 10791-10801.
  • “Diels-Alder Reactions of γ-Hydroxybutenolides: Approach to the Himbacine Tricyclic Core” Miles, W. H.; Thamattoor, D. M.; Cerbone, R. E.*; Beideman, D. J.*; Zeiders, S. M.*; Jasiewicz, N. E.*; Petersen, S. M.*;  Naimoli, B. J.*; Leo, J. V.*; Suarsana, I.B. G.*; George, J. S.*; Albano, N. J.* Synthesis, 2016, 48, 924-934.

  • “Synthesis of the C3-C7 Fragment of Tylonolide by the γ-Hydroxybutenolide Approach” Miles, W. H.; Madison, C. M.*, Mastria, M. L.*; Tang, P*,  Tetrahedron Lett. 2016, 57, 3929-3932.

  • “Synthesis and Bioassay of 2-Naphthylmethanol, a Synthetic Trail Pheromone of Termites” Smiley, P. M.; Miles, W. H., The Chemical Educator, 2016, 21, 131-133.

2015

  • “Synthesis of the all-syn C35-C39 stereopentad of etnangien by the γ-hydroxybutenolide approach” Miles, W. H.; Jones, S. T.*; George, J. S.*; Tang, P*.; Hayward, M. D.* Tetrahedron Lett. 2015, 56, 2303-2306.

2014

  • “Synthetic Applications of γ-Hydroxybutenolides” Miles, W. H. Curr. Org. Syn., 2014, 11, 244-267.
  • “Antifouling Activity of Synthetic γ-Hydroxybutenolides” Stewart, M; Miles, W. H.; Depree, C. Int. Biodeterioration and Biodegradation, 2014, 88, 176-184.

2013

  • “Diels-Alder Reactions of β-Acylacrylic Acids” Miles, W. H.; Cohen, E. M.*; Naimoli, B. J.* Synthetic Communications, 2013, 43, 1980-1991.

2010

  • “DABCO-Catalyzed Reaction of 2,6-Disubstituted 6-Hydroxy-2H-pyran-3(6H)-ones to 1,2,5-Triketones” Miles, W. H.; Gildner, P. G.*; Ahmed, Z.*; Cohen, E. M.* Synthesis 2010, 3977-3979.
  • “Furan Approach to Vitamin D Analogues. Synthesis of the A-Ring of Calcitriol and 1-alpha-Hydroxy-3-deoxyvitamin D3” Miles, W. H.; Connell, K. B.*; Ulas, G.*; Tuson, H. H.*; Dethoff, E. D.*; Mehta, V.*; Thrall, A. P.* J. Org. Chem. 2010, 75, 2820-2829.
  • “Synthesis of Farinomalein” Miles, W. H., Ming, Y.* Tetrahedron Lett. 2010, 51, 1710-1712.

2008

  • “Synthesis and Biological Testing of Blattellaquinone, the Sex Pheromone of the German Cockroach (Blattella germanica)” Miles, W. H.; Cohen, E. M.*; Naimoli, B.* J. Chem. Educator 2008, 13, 231-233.

2007

  • “Diastereoselective Addition of Organotitanium Reagents to Chiral γ-Hydroxybutenolides” Miles, W. H.; Duca, D. G.*; Freedman, J. T.*; Goodzeit, E. O.*; Hamman, K. B.*; Selfridge, B.*; Pahla De Sousa, C. A.*, Heterocyclic Comm. 2007, 13, 195-198.
  • “Amine-Catalyzed Epimerization of γ-Hydroxybutenolides” Miles, W. H.; Duca, D. G.*; Selfridge, B.*; Pahla De Sousa, C. A.*; Hamman, K. B.*; Goodzeit, E. O.*; Freedman, J. T.*Tetrahedron Lett. 2007, 48, 7809-7812.

2006

  • “The Synthesis of Methyl Diantilis, a Commercially Important Fragrance” Miles, W. H.; Connell, K. B.*, J. Chem. Ed. 2006,83, 285-286.  Addition to: J. Chem. Ed. 2008, 85, 917.

2005

  • “Kishner’s Reduction of 2-Furylhyrazone Gives 2-Methylene-2,3-dihydrofuran, a Highly Reactive Ene in the Ene Reaction” Miles, W. H.; Dethoff, E. A.*; Tuson, H. H.*; Ulas, G.*, J. Org. Chem. 2005, 70, 2862-2865.

2004

  • “Acylative Dimerization of Tetrahydrofuran Catalyzed by Rare-earth Triflates” Miles, W. H.; Ruddy, D. A.*; Tinorgah, S.*; Geisler, R. L.*, Synth. Comm. 2004, 34, 1871-1880.

2003

  • “Furan Approach to the Synthesis of the A-ring of Vitamin D Analogues” Miles, W. H.; Connell, K. B.* Tetrahedron Lett. 2003, 44, 1161-1163.

2002

  • “Modeling the Drug Discovery Process: The Isolation and Biological Testing of Eugenol from Clove Oil” Miles, W. H.; Smiley, P. M., J. Chem. Ed. 2002, 79, 90.
  • “The Oxa-Pictet-Spengler Reaction of 1-(3-furyl)-2-alkanols” Miles, W. H.; Heinsohn, S. K.*; Brennan, M. K.*; Swarr, D. T.*; Eidam, P. M.*; Gelato, K. A.*, Synthesis 2002, 1541-1545.

2001

  • “An Indexed Combinatorial Library: Synthesis of Insect Repellents” Miles, W. H.; Gelato, K. A.*; Pompizzi, K. M.*; Scarbinsky, A. M.*; Albrecht, B. A.*; Reynolds, E. R.; J. Chem. Ed. 2001, 78, 540-542.
  • “Enantioselective Synthesis of (S)- and (R)-Fluoxetine Hydrochloride” Miles, W. H.; Fialcowitz, E. A.*; Halstead, E.S.*, Tetrahedron 2001, 57, 9925-9929.

1996

  • “Iron (III) Chloride as a Lewis Acid in the Friedel-Crafts Acylation Reaction” Miles, W. H.; Nutaitis, C. N.; Anderton, C.* J. Chem. Ed. 1996, 73, 272.
  • “The Ene Reaction of C60 with 3-Methylene-2,3-Dihydrofuran” Miles, W. H.; Smiley, P. M. J. Org. Chem. 1996, 61, 2559-2660.
  • “The Reduction of Nitrobenzenes by Triethylsilane Using Wilkinson’s Catalyst” Brinkman, H. R.; Miles, W. H.; Hilborn, M. D.*; Smith, M. C.* Synth. Commun. 1996, 26, 973-980.
  • “The Ene Reaction of 3-Methylene-2,3-Dihydrofuran with Aldehydes” Miles, W. H.; Berreth, C. L.*; Anderton, C. A.* Tetrahedron Lett. 1996, 37, 7893-7996.

1995

  • “Hydrochlorination of (R)-Carvone” Miles; W. H.; Nutaitis, C. N.; Berreth, C. L.* J. Chem. Ed. 1994, 79, 1097.

1993

  • “Synthesis and Ene Reactions of 3-Methylene-2,3-Dihydrofuran” Miles, W. H.; Berreth, C. L.*; Smiley, P. M. Tetrahedron Lett. 1993, 34, 5221-5222.

1992

  • “Diastereoselective Reactions of a Simple Secondary Grignard Reagent,” Miles, W. H.; Rivera, S. L.; del Rosario, J. D. Tetrahedron Lett. 1992, 33, 305-308.
  • “A Formal Synthesis of (+)-Juvabione,” Miles, W. H.; Brinkman, H. R. Tetrahedron Lett. 1992, 33, 589-592.
  • “Synthesis of Antibiotic Stilbenes Using Organomanganese Arene Complexes,” Krow, G. R.; Miles, W. H.; Smiley, P. M.; Lester, W. H.; Kim, Y. J. J. Org. Chem. 1992, 57, 4040-4043.

1989

  • “The Reactions of Chiral Nucleophiles with Organomanganese Arene Complexes,” Miles, W. H.; Smiley, P. M.; Brinkman, H. R., J. Chem. Soc., Chem. Commun. 1989, 1897-1898.

Publications from my postdoc, grad school and undergraduate career

“The Mechanism of the Thio-Claisen Rearrangement,” Kwart, H.; Miles, W. H.; Horgan, A. G.; Kwart, L. D., J. Am. Chem. Soc. 1981, 104, 1757-1760.

“Synthesis and Interconversions of Dinuclear Iron Complexes with m-CH3, m-CH2 and m-CH Ligands,” Casey, C. P.; Fagan, P. J.; Miles, W. H., J. Am. Chem. Soc. 1982, 104, 1134-1136.

“Synthesis of Electrophilic (Dimethylcarbene) Iron Complexes,” Casey, C. P.; Miles, W. H.; Tukada, H.; O’Connor, J. M., J. Am. Chem. Soc. 1982, 104, 3761-3762.

“Acetal and Ketal Derivatives Related to Metal Formyl and Metal Acetyl Complexes,” Casey, C. P.; Tukada, H.; Miles, W. H., Organometallics 1982, 1, 1083-1084.

“Mechanistic Features of Allylic Hydrogen Abstraction by Alkoxy Radicals,” Kwart, H.; Brechbiel, M.; Miles, W.; Kwart, L. D., J. Org. Chem. 1982, 47, 4524-4528.

“Synthesis of alpha-Methoxyalkyl Iron Complexes,” Casey, C. P.; Miles, W. H., J. Organomet. Chem. 1982, 254, 333-337.

“Synthesis and Reactions of a Cationic Bridging Methylidyne-Iron Complex,” Casey, C. P.; Fagan, P. J.; Miles, W. H.; Marder, S. R., Organometallic Compounds- Synthesis, Structure, and Theory, 1983, pp. 87-114, Shapiro, B. L., Ed., Texas A and M University Press, College Station, Texas.

“Reactions of Cationic Bridging Methylidyne-Iron Complex with Carbon Monoxide and with Alkenes,” Casey, C. P.; Fagan, P. J.; Miles, W. H.; Marder, S. R., J. Mol. Catal. 1983, 21, 173-188.

“Synthesis and Characterization of (C5H5)(CO)2Fe=CH-CH=C(CH3)2+ and Its Reaction with Alkenes to Give Vinylcyclopropanes,” Casey, C. P.; Miles, W. H., Organometallics 1984, 3, 808-809.

“Reactions of a Cationic Bridging Methylidyne Iron Complex with Carbon Monoxide and with Alkenes,” Casey, C. P.; Fagan, P. J.; Miles, W. H.; Marder, S. R., Meszaros, M. W., PREPRINTS, Div. of Petrol. Chem., ACS 1984, 29, 577-588.

“Photochemical Reaction of mu-Ethenylidene Complex ((C5H5)(CO)Fe)2(m-CO)(m-C=CH2) with Acetylenes,” Casey, C. P.; Miles, W. H.; Fagan, P.J.; Haller, K. H., Organometallics 1985, 4, 559-563.

“Synthesis, Characterization and Reactions of (C5H5)(CO)2Fe=C(CH3)2+ and (C5H5)(CO)2Fe=CH-CH=C(CH3)2+,” Casey, C. P.; Miles, W. H.; Tukada, H., J. Am. Chem. Soc. 1985, 107, 2924-2931.

“Steric and Electronic Factors Influencing the Amounts of mu-Alkylidyne and mu-Alkenyl Products Obtained from the Reaction of Diiron Methylidyne Complexes with Alkenes,” Casey, C. P.; Meszaros, M. W.; Colborn, R. E.; Roddick, D. M.; Miles, W. H.; Gohdes, M. A., Organometallics 1986, 5, 1879-1886.

“Palladium-Catalyzed Reactions in the Synthesis of 3- and 4-Substituted Indoles. 3. Total Synthesis of (±)-Aurantiochavine,” Hegedus, L. S.; Toro, J. L.; Miles, W. H.; Harrington, P. J., J. Org. Chem. 1987, 52, 3319-3322.