| Oregon State University | The Chemistry Department | The Organic Division |


Publications of the Past Decade, 1999-2010

White, J. D.; Hanselmann, R.; Wardrop, D. J. “Synthesis of Epiantillatoxin, a Stereoisomer of the Potent Ichthyotoxin from Lyngbya majuscula,” J. Am. Chem. Soc. 1999, 121, 1106-1107.
White, J. D.; Carter, R. G.; Sundermann, K. F. "A Highly Stereoselective Synthesis of Epothilone B," J. Org. Chem. 1999, 64, 684-685.
White, J. D.; Hong, J.; Robarge, L. A. "Intramolecular Palladium Catalyzed Alkoxy Carbonylation of 6-Hydroxy-1-octenes. Stereoselective Synthesis of Substituted Tetrahydropyrans," Tetrahedron Lett. 1999, 40, 1463-1466.
White, J. D.; Hong, J.; Robarge, L. A. “Total Synthesis of Cryptophycins-1, -3, -4, -24 (Arenastatin A) and -29, Cytotoxic Depsipeptides from Cyanobacteria of the Nostocaceae” J. Org. Chem. 1999, 64, 6206-6216.
White, J. D.; Hrnciar, P. “Anomalous Products from Intramolecular C-H Insertion by a Rhodium Carbenoid. Possible Involvement of a Zwitterionic Mechanism,” J. Org. Chem. 1999, 64, 7271-7273.
White, J. D.; Hrnciar, P., Stappenbeck, F. “Asymmetric Total Synthesis of (+)-Codeine via Intramolecular Carbenoid Insertion,” J. Org. Chem. 1999, 64, 7871-7884.
White, J. D.; Sundermann, K. F.; Carter, R. G. “Improved Synthesis of Epothilone B Employing Alkylation of an Alkyne for Assembly of Subunits,” Org. Lett. 1999, 1, 1431-1434.
Gable, K. P.; Shanmugham, M. S., White, J. D. “Preparation of Homoallylic Alcohols by Reaction of Aldehydes with η 3 -Allyl- and η 3 -Crotylmolybdenum Complexes,” Can. J. Chem. 2000, 78, 704-707.
White, J. D.; Hrnciar, P. "Synthesis of Ring D Modified Morphinan Systems via Ring Expansion of a Key Codeine Intermediate," J. Org. Chem. 2000, 65, 2646-2650.
White, J. D.; Choi, Y. "Catalyzed Asymmetric Diels-Alder Reaction of Benzoquinone. Total Synthesis of (–)-Ibogamine," Org. Lett. 2000, 2, 2373-2376.
Blakemore, P. R.; Schulze, V. K.; White, J. D. "Asymmetric Synthesis of (+)-Loline," Chem. Commun. 2000, 1263-1264.
White, J. D.; Kim, J.; Drapela, N. E. "Enantiospecific Synthesis of (+)-Byssochlamic Acid, a Nonadride from the Ascomycete Byssochlamys fulva," J. Am. Chem. Soc. 2000, 122, 8665-8671.
White, J. D.; Demnitz, F. W. J.; Oda, H.; Hassler, C.; Snyder, J. P. "Conformational Study of the Intramolecular Diels-Alder Reaction of a Pentadienyl Acrylate. Theoretical Evaluation of Kinetic and Thermodynamic Control," Org. Lett. 2000, 2, 3313-3316.
White, J. D.; Hrnciar, P. "Synthesis of Polyhydroxylated Pyrrolizidine Alkaloids of the Alexine Family by Tandem Ring-Closing Metathesis – Transannular Cyclization. (+)-Australine," J. Org. Chem. 2000, 65, 9129-9142.
Yokochi, A. F. T.; White, J. D.; Sturtz, G. "Vulgarone B," Acta Cryst. 2001, E57, 99-101.
White, J. D.; Blakemore, P. R.; Korf, E. A.; Yokochi, A. F. T. "Transannular Nitrone Cycloaddition. A Stereocontrolled Entry to the Spirocyclic Core of Pinnaic Acid," Org. Lett. 2001, 3, 413-415.
White, J. D.; Carter, R. G.; Sundermann, K. F.; Wartmann, M. "Total Synthesis of Epothilone B, Epothilone D, and cis- and trans-9,10-Dehydroepothilone D," J. Am. Chem. Soc. 2001, 123, 5407-5413.
White, J. D.; Hanselmann, R.; Jackson, R. W.; Porter, W. J.; Ohba, Y.; Tiller, T.; Wang, S. "Total Synthesis of Rutamycin B, a Macrolide Antibiotic from Streptomyces aureofaciens," J. Org. Chem. 2001, 66, 5217-5231.
Blakemore, P. R.; Kim, S-K.; Schulze, V. K.; White, J. D.; Yokochi, A. F. T. "Asymmetric Synthesis of (+)-Loline, a Pyrrolizidine Alkaloid from Rye Grass and Tall Fescue," J. Chem. Soc. Perkin Trans 1, 2001, 1831-1845.
White, J. D.; Blakemore, P. R.; Browder, C. C.; Hong, J.; Lincoln, C. M.; Nagornyy, P. A.; Robarge, L. A.; Wardrop, D. J. "Total Synthesis of the Marine Toxin Polycavernoside A via Selective Macrolactonization of a Trihydroxy Carboxylic Acid," J. Am. Chem. Soc. 2001, 123, 8593-8595.
White, J. D.; Kranemann, C. L.; Kuntiyong, P. "Intramolecular Palladium(II)-Mediated Alkoxy Carbonylation as a Route to Functionalized Tetrahydropyrans. Synthesis of the C9-C32 Segment of Phorboxazole A." Org. Lett. 2001, 3, 4003-4006.
White, J. D.; Wardrop, D. J.; Sundermann, K. F. "Camphorquinone and Camphorquinone Monoxime," Org. Synth. 2002, 79, 125-129.
White, J. D.; Wardrop, D. J.; Sundermann, K. F. "(2S)-(–)-3-exo(Dimethylamino)isoborneol [(2S)-(–)-DAIB]," Org. Synth. 2002, 79, 130-138.
White, J. D.; Carter, R. G. "Silyl Ethers," In Science Of Synthesis, Thieme, Stuttgart, Germany, Vol. 4, 2002, pp 371-412.
White, J. D.; Kranemann, C. L.; Kuntiyong, P. "4-Methoxycarbonyl-2-methyl-1,3-oxazole," Org. Synth. 2002, 79, 244-250.
White, J. D.; Hansen, J. D. "Asymmetric Synthesis of Epicylindrospermopsin via Intramolecular Nitrone Cycloaddition. Assignment of Absolute Configuration," J. Am. Chem. Soc. 2002, 124, 4950-4951.
White, J. D.; Blakemore, P. R.; Green, N. J.; Hauser, E. B.; Holoboski, M. A.; Keown, L. E.; Nylund Kolz, C. S.; Phillips, B. W. "Total Synthesis of Rhizoxin D, a Potent Antimitotic Agent from the Fungus Rhizopus chinensis," J. Org. Chem. 2002, 67, 7750-7760.
White, J. D.; Blakemore, P. R.; Milicevic, S.; Choudhry, S. C.; Cupano, J.; Serico, L. "Conversion of Carbamates to Amidosulfones and Amides. Synthesis of the [14C]-Labeled Antiobesity Agent Ro23-7637," Org. Lett. 2002, 4, 1803-1806.
Blakemore, P. R.; White, J. D. "Morphine, the Proteus of Organic Molecules," Chem. Commun. 2002, 1159-1168.
White, J. D.; Sundermann, K. F.; Wartmann, M. "Synthesis, Conformational Analysis, and Bioassay of 9,10-Didehydroepothilone D," Org. Lett. 2002, 4, 995-997.
White, J. D.; Choi, Y. "Catalyzed Asymmetric Diels-Alder Additions to Benzoquinone. Total Synthesis of (–)-Ibogamine," Helv. Chim. Acta 2002, 85, 4306-4327.
Otto, A.; White, J. D.; Simoneit, B. R. T. "Natural Product Terpenoids in Eocene and Miocene Conifer Fossils," Science 2002, 297, 1543-1545.
White, J. D.; Lee, C.-S.; Xu, Q. "Total Synthesis of (+)-Kalkitoxin," Chem. Commun. 2003, 2012-2013.
White, J. D.; Wang, G.; Quaranta, L. "Studies on the Synthesis of Gymnodimine. Stereocontrolled Construction of the Tetrahydrofuran Subunit," Org. Lett. 2003, 5, 4109-4112.
White, J. D.; Wang, G.; Quaranta, L. "Studies on the Synthesis of Gymnodimine. Construction of the Spiroimine Portion via Diels-Alder Cycloaddition," Org. Lett. 2003, 5, 4983-4986.
Shanmugham, M. S.; White, J. D. "A New Route to Furanoeremophilane Sesquiterpenoids. Synthesis of (±)-6 β -Hydroxyeuryopsin," Chem. Commun. 2004, 44-45.
Korf, E. A.; White, J. D. "(E)-1-Butadienylphosphonium Bromide" in e-EROS Encyclopedia of Reagents for Organic Synthesis 2004, Release 5.
Korf, E. A.; White, J. D. "1,3-Dithienium Tetrafluoroborate (4H-1,3-Dithium-1-ium, 5,6-Dihydro-, Tetrafluoroborate (1))" in e-EROS Encyclopedia of Reagents for Organic Synthesis 2004, Release 5.
Choi, Y.; White, J. D. "Intramolecular Photocycloaddition of Unsaturated Isoquinuclidines. Synthesis of 2-Azatetracyclo[4.0.04,19.07,10]decanes and 3-Azatetracyclo[6.1.1.02,705,9]decanes," J. Org. Chem. 2004, 69, 3758-3764.
White, J. D.; Xu, Qing; Lee, C.-S.; Valeriote, F. A. "Total Synthesis and Biological Evaluation of (+)-Kalkitoxin, a Cytotoxic Metabolite of the Cyanobacterium Lyngbya majuscula," Org. Biomol. Chem. 2004, 2, 2092-2102.
Hong, J.; White, J. D. "The Chemistry and Biology of Rhizoxins, Novel Antitumor Macrolides from Rhizopus Chinensis," Tetrahedron 2004, 60, 5653-5681.
White, J. D.; Lincoln, C. M.; Yokochi, A. F. T. "Stereochemistry of Contiguous Cyclopropane Formation from Cascade Cyclization of a Skipped Dienyl Homoallyl Triflate," Chem. Commun. 2004, 2846-2847.
White, J. D.; Smits, H. "Application of the Dötz Reaction to Construction of a Major Portion of the Ansa Macrocycle (–)-Kendomycin," Org. Lett. 2005, 7, 235-238.
White, J. D.; Hansen, J. D. "Total Synthesis of (–)-7-Epicylindrospermopsin, a Toxic Metabolite of the Freshwater Cyanobacterium Aphanizomenon ovalisporum, and Assignment of Its Absolute Configuration," J. Org. Chem. 2005, 70, 1963-1977.
Blakemore, P. R.; White, J. D. "The Synthesis of Polycavernoside A. An Example of Conformationally Guided Macrolactonization," In Strategies and Tactics in Organic Synthesis, Harmata, M., Ed., Elsevier, 2005, Vol. 6, pp 173-210.
Blakemore, P. R.; Browder, C. C.; Hong, J.; Lincoln, C. M.; Nagornyy, P. A.; Robarge, L. A.; Wardrop, D. J.; White, J. D. "Total Synthesis of Polycavernoside A, a Lethal Toxin of the Red Alga Polycavernosa tsudai," J. Org. Chem. 2005, 70, 5449-5460.
White, J.D.; Grether, U.M.; Lee, C.-S. "(R)-(+)-3,4-Dimethylcyclohex-2-en-1-one," Org. Synth.2005, 82, 108-114.
Mace, L.H.; Shanmugham, M.S.; White, J.D.; Drew, M.G.B . " A new route to furanoeremophilane sesquiterpenoids. Synthesis of Senecio metabolites (±)-6-hydroxyeuryopsin, (±)-1,10-epoxy-6-hydroxyeuryopsin, (±)-toluccanolide A and (±)-toluccanolide C," Org. Biomol. Chem. 2006, 4, 1020-1031.
White, J. D.; Ihle, D. C. "Tandem Photocycloaddition-Retro-Mannich Fragmentation of Enaminones, A Route to Spiropyrrolines and the Tetracyclic Core of Koumine," Org. Lett. 2006, 8, 1081-1084.
Schwartz, K.; White, J. D. "Fragmentation-Recombination Nazarov Cyclization: 3,4-Dimethylcyclopent-2-en-1-one," Org. Synth. 2006, 83, 49.
White, J. D.; Smits, H. "Synthesis of Cryptothilone 1, the First Cryptophycin-Epothilone Hybrid," Org. Lett. 2006, 8, 3947-3950.
White, J. D.; Kuntiyong, P.; Lee, T. H. "Total Synthesis of Phorboxazole A. I. Preparation of Four Subunits," Org. Lett., 2006, 8, 6039-6042.
White, J. D.; Lee, T. H.; Kuntiyong, P. "Total Synthesis of Phorboxazole A. II. Assembly of Subunits and Completion of the Synthesis," Org. Lett., 2006, 8, 6043-6046.
White, J. D.; Quaranta, L.; Wang, G. “Studies on the Synthesis of (–)-Gymnodimine. Subunit Synthesis and Coupling,” J. Org. Chem., 2007, 72, 1717-1728.
White, J. D.; Martin, W. H. C.; Lincoln, C. M.; Yang, J. “Total Synthesis of Solandelactones E and F, Homoeicosanoids from the Hydroid Solanderia secunda,Org. Lett., 2007, 9, 3481-3483.
White, J.D.; Lincoln, C.M.; Yang, J.; Martin, W.H.C.; Chan, D.B. “Total Synthesis of Solandelactones A, B, E and F Exploiting a Tandem Petasis-Claisen Lactonization Strategy,” J. Org. Chem. 2008, 73, 4139-4150.
White, J.D.; Demnitz, F.W.J.; Xu, Q.; Martin, W.H.C. "Synthesis of an Advanced Intermediate for (+)-Pillaromycinone. Staunton-Weinreb Annulation Revisited," Org. Lett. 2008, 10, 2833-2836.
White, J.D.; Furuta, T. "Regioselective Ring Expansion of 3,3-Dimethylaziridin-2-carboxylate. A Photochemical Entry to the Penem Nucleus," Heterocycles 2009, 79, 347-352.
White, J.D.; Yang, J. "Strategies for the Synthesis of the Cyclopropyl Lactone Family of Oxylipins," Synlett, 2009, 1713-1729.
White, J.D.; Jana, S. "Synthesis of the Cyclobutylfuran Sector of Providencin via Zirconium-mediated Oxygen Abstraction from a Furanoside," Org. Lett. 2009, 11, 1433-1436.
White, J.D.; Deerberg, J.; Toske, S.G.; Yakura, T. "Application of stereocontrolled aldol coupling to synthesis of segments of immunosuppressants FK-506 and rapamycin," Tetrahedron, 2009, 65, 6635-6641.
White, J.D.; Jeffrey, S.C. "Synthesis of the northern sector (C8-C19) of rapamycin via Chan rearrangement and oxidation of an α-acyloxyacetate," Tetrahedron, 2009, 65, 6642-6647.
White, J.D.; Juniku, R.; Huang, K.; Yang, J.; Wong , D.T. "Synthesis of 1,1-[1-Naphthyloxy-2-thiophenyl]-2-methylaminomethylcyclopropanes and their Evaluation as Dual Inhibitors of Serotonin and Norepinephrine Reuptake," J. Med. Chem. 2009, 52, 5872-5879.
Waynant, K.V.; White, J.D.; Zakharov, L. "Synthesis and structural characterization of a fused bispyrone and preparation of the first metal bispyrylium complexes," Chem. Commun., 201046, 5304 - 5306.
White, J.D.; Li, Y.; Ihle, D.C. "Tandem Intramolecular Photocycloaddition−Retro-Mannich Fragmentation as a Route to Spiro[pyrrolidine-3,3′-oxindoles]. Total Synthesis of (±)-Coerulescine,(±)-Horsfiline,(±)-Elacomine, and (±)-6-Deoxyelacomine," J. Org. Chem., 2010, 75, 3569–3577.
Schwartz, K.D.; White, J.D. "Synthesis of the Cyclohexane Core of Phomactins and a New Route to the Bicyclo[9.3.1]pentadecane Diterpenoid Skeleton," Org. Lett., 2011, 13, 248–251.

Patents

Lincoln, C.M.; White, J.D.; Deardurff, L.A. "Dye-based Ink Jet Compositions Having Improved Stability and Light Fastness," U.S. Patent 6,494,942 (2002).
White, J.D.; Carter, R.G.; Sundermann, K.F. "Method for Synthesizing Epothilones and Epothilone Analogs," U.S. Patent 6,596,875 B2 (2003).
White, J.D.; Carter, R.G.; Sundermann, K.F. "Methods for Synthesizing Epothilones and Epothilone Analogs," U.S. Patent 6,906,188 (2005).
White, J.D.; Carter, R.G.; Sundermann, K.F. "Methods for Synthesizing Epothilones and Epothilone Analogs," U.S. Patent 6,958,401 (2005).
White, J.D.; Carter, R.G.; Sundermann, K.F. "Methods for Synthesizing Epothilones and Epothilone Analogs," U.S. Patent 7,145,018 (2006).