Dr Tom Sheppard - Publications

    2014

    • D'Oyley, J. M., Aliev, A. E., Sheppard, T. D. (2014). Regioselective dihalohydration reactions of propargylic alcohols: Gold-catalyzed and non-catalyzed reactions. Angewandte Chemie - International Edition doi:10.1002/anie.201405348.
    • Dhankher, P., Benhamou, L., Sheppard, T. D. (2014). Rapid assembly of functionalised spirocyclic indolines by palladium-catalysed dearomatising diallylation of indoles with allyl acetate. Chemistry - A European Journal 20(41), 13375-13381

    2013

    • Aliev, A. E., Kulke, M., Khaneja, H. S., Chudasama, V., Sheppard, T. D., Lanigan, R. M. (2013). Motional timescale predictions by molecular dynamics simulations: Case study using proline and hydroxyproline sidechain dynamics. Proteins doi:10.1002/prot.24350. Author URL
    • Dhankher, P., Sheppard, T. D. (2013). A convenient synthesis of tri- and tetramethylbenzaldehydes from readily available phenols. Synlett 24 doi:10.1055/s-0033-1340302.
    • Foster, R. W., Hailes, H. C., Sheppard, T. D., Tame, C. J. (2013). Highly regioselective synthesis of substituted isoindolinones via ruthenium-catalyzed alkyne cyclotrimerizations. Advanced Synthesis and Catalysis 355(11-12), 2353-2360 doi:10.1002/adsc.201300055.
    • Ishikawa, S., Sheppard, T. D., D'Oyley, J. M., Kamimura, A., Motherwell, W. B. (2013). A rapid route to aminocyclopropanes via carbamatoorganozinc carbenoids. Angewandte Chemie International Edition , n/a-n/a doi:10.1002/anie.201304720.
    • Lanigan, R. M., Sheppard, T. D. (2013). Recent developments in amide synthesis: Direct amidation of carboxylic acids and transamidation reactions. European Journal of Organic Chemistry (33), 7453-7465 doi:10.1002/ejoc.201300573.
    • Lanigan, R. M., Starkov, P., Sheppard, T. D. (2013). Direct synthesis of amides from carboxylic acids and amines using B(OCHCF). The Journal of Organic Chemistry 78(9), 4512-4523 doi:10.1021/jo400509n.
    • Pennell, M. N., Foster, R. W., Turner, P. G., Hailes, H. C., Tame, C. J., Sheppard, T. D. (2013). Gold catalysed synthesis of 3-alkoxyfurans at room temperature. Chem Commun (Camb) doi:10.1039/c3cc48290a. Author URL

    2012

    • Bachman, M., Mann, S. E., Sheppard, T. D. (2012). Rapid synthesis of highly functionalised α-amino amides and medium ring lactones using multicomponent reactions of amino alcohols and isocyanides. Organic and Biomolecular Chemistry 10(1), 162-170 doi:10.1039/c1ob06534c. Author URL
    • Gill, J. K., Dhankher, P., Sheppard, T. D., Sher, E., Millar, N. S. (2012). A series of α7 nicotinic acetylcholine receptor allosteric modulators with close chemical similarity but diverse pharmacological properties. Molecular Pharmacology 81(5), 710-718 doi:10.1124/mol.111.076026.
    • Pennell, M. N., Turner, P. G., Sheppard, T. D. (2012). Gold- and silver-catalyzed reactions of propargylic alcohols in the presence of protic additives. Chemistry - A European Journal 18(15), 4748-4758 doi:10.1002/chem.201102830.
    • sheppard, (2012). Complexity-generating hydration reactions via gold-catalyzed addition of boronic acids to alkynes. Pure and Applied Chemistry 84, 2431-2441 doi:10.1351/PAC-CON-12-01-08. Publisher URL
    • Sheppard, T. D., Snaddon, T. N. (2012). Highlights from the 47th EUCHEM conference on stereochemistry, Bürgenstock, Switzerland, May 2012. Chemical Communications 48, 11597-11600 doi:10.1039/C2CC90366K. Publisher URL
    • Starkov, P., Rota, F., D'Oyley, J. M., Sheppard, T. D. (2012). Catalytic electrophilic halogenation of silyl-protected and terminal alkynes: Trapping gold(I) acetylides vs. a Brønsted acid-promoted reaction. Advanced Synthesis and Catalysis 354, 3217-3224 doi:10.1002/adsc.201200491. Publisher URL

    2011

    • Mann, S. E., Aliev, A. E., Tizzard, G. J., Sheppard, T. D. (2011). Sulfur-Directed Olefin Oxidations: Observation of Divergent Reaction Mechanisms in the Palladium-Mediated Acetoxylation of Unsaturated Thioacetals. Organometallics 30(7), 1772-1775 doi:10.1021/om2000585. Publisher URL
    • Pennell, M. N., Sheppard, T. D., Unthank, M. G., Turner, P. (2011). A General Procedure for the Synthesis of Enones via Gold-Catalyzed Meyer-Schuster Rearrangement of Propargylic Alcohols at Room Temperature. Journal of Organic Chemistry 76(5), 1479-1482 doi:10.1021/jo102263t.
    • Sheppard, T. D. (2011). Alternative Approaches to Enolate Chemistry. Synlett (10), 1340-1344 doi:10.1055/s-0030-1260570. Publisher URL
    • Sheppard, T. D. (2011). Strategies for the synthesis of 2,3-dihydrobenzofurans. Journal of Chemical Research (7), 377-385 doi:10.3184/174751911X13096980701749.
    • Starkov, P., Sheppard, T. D. (2011). Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides. Organic and Biomolecular Chemistry 9(5), 1320-1323 doi:10.1039/c0ob01069c.

    2010

    • Körner, C., Raiber, E. A., Keegan, S. E. M., Nicolau, D. C., Sheppard, T. D., Tabor, A. B. (2010). An expedient synthesis of orthogonally protected lysinoalanine from Aloc-protected Garner's aldehyde. TETRAHEDRON LETT 51(49), 6381-6383 doi:10.1016/j.tetlet.2010.09.119. Publisher URL
    • Körner, C., Starkov, P., Sheppard, T. D. (2010). An Alternative Approach to Aldol Reactions: Gold-Catalyzed Formation of Boron Enolates from Alkynes. Journal of the American Chemical Society 132(17), 5968-5969 doi:10.1021/ja102129c.
    • Waller, R. W., Diorazio, L. J., Taylor, B. A., Motherwell, W. B., Sheppard, T. D. (2010). Isocyanide based multicomponent reactions of oxazolidines and related systems. Tetrahedron 66(33), 6496-6507 doi:10.1016/j.tet.2010.05.083. Publisher URL

    2009

    • Jerome, L., Sheppard, T. D., Aliev, A. E., Motherwell, W. B. (2009). Intramolecular amidocyclopropanation reactions using diethoxymethyl-functionalised lactams as organozinc carbenoid precursors. Tetrahedron Letters 50(26), 3709-3712 doi:10.1016/j.tetlet.2009.03.224. Author URL Publisher URL
    • Motherwell, W. B., Bégis, G., Cladingboel, D., Jerome, L., Sheppard, T. D. (2009). Asymmetric Synthesis of Aminocyclopropanes and N-Cyclopropylamino Alcohols Through Direct Amidocyclopropanation of Alkenes Using Chiral Organozinc Carbenoids. European Journal of Organic Chemistry , 1532-1548 doi:10.1002/ejoc.200801033. Author URL
    • Sheppard, T. D. (2009). Metal-catalysed halogen exchange reactions of aryl halides. Organic and Biomolecular Chemistry 7, 1043-1052 doi:10.1039/B818155A. Author URL Publisher URL

    2008

    • Gray, P. J., Motherwell, W. B., Sheppard, T. D., Whitehead, A. J. (2008). Observations on the synthesis and carbocyclisation reactions of 6-oxohexa-2,3-dienoates. Synlett (14), 2097-2100 doi:10.1055/s-2008-1078028. Publisher URL

    2007

    • Ley, S. V., Sheppard, T. D., Myers, R. M., Chorghade, M. S. (2007). Chiral Glycolate Equivalents for the Asymmetric Synthesis of α-Hydroxycarbonyl Compounds. Bulletin of the Chemical Society of Japan 80(8), 1451-1472- doi:10.1246/bcsj.80.1451. Publisher URL
    • Motherwell, W. B., Begis, G., Cladingboel, D. E., Jerome, L., Sheppard, T. D. (2007). Observations on the direct amidocyclopropanation of alkenes using organozinc carbenoids. Tetrahedron 63(28), 6462-6476 doi:10.1016/j.tet.2007.03.027. Publisher URL
    • Ramos, S. S., Almeida, P., Santos, L., Motherwell, W. B., Sheppard, T. D., Costa, M. D. (2007). Functionalisation of terpenoids at C-4 via organopalladium dimers: cyclopropane formation during oxidation of homoallylic sigma-organopalladium intermediates with lead tetraacetate. Tetrahedron 63(51), 12608-12615 doi:10.1016/j.tet.2007.10.016. Publisher URL

    2006

    • Diorazio, L. J., Motherwell, W. B., Sheppard, T. D., Waller, R. W. (2006). Observations on the reaction of N-alkyloxazolidines, isocyanides and carboxylic acids: A novel three-component reaction leading to N-acyloxyethylamino acid amides. Synlett 14, 2281-2283 doi:10.1055/s-2006-950413. Publisher URL

    2005

    • Begis, G., Sheppard, T. D., Cladingboel, D. E., Motherwell, W. B., Tocher, D. A. (2005). Systhesis of enantiopure aminocyclopropanes by diastereoselective addition of chiral amino substituted organozinc carbenoid to alkenes. Synthesis 19, 3186-3188 doi:10.1055/s-2005-918469. Publisher URL
    • Dixon, D. J., Ley, S. V., Lohmann, S., Sheppard, T. D. (2005). Synthesis of a ceramide sphingolipid as a potential sex pheromone of the hair crab Erimacrus isenbeckii using butane-2,3-diacetal desymmetrised glycolic acid building blocks. Synlett (3), 481-484 doi:10.1055/s-2005-862361. Publisher URL
    • Ley, S. V., Dixon, D. J., Guy, R. T., Rodriguez, F., Sheppard, T. D. (2005). Michael, Michael–aldol and Michael–Michael reactions of enolate equivalents of butane-2,3-diacetal protected glycolic acid derivatives. Organic and Biomolecular Chemistry 3(22), 4095-4107 doi:10.1039/b512410g. Publisher URL

    2004

    • Ley, S. V., Diez, E., Dixon, D. J., Guy, R. T., Michel, P., Nattrass, G. L., Sheppard, T. D. (2004). Preparation of enantiopure butane-2,3-diacetals of glycolic acid and alkylation reactions leading to ?-hydroxyacid and amide derivatives. Organic and Biomolecular Chemistry 2(24), 3608-3617- doi:10.1039/b412788a. Publisher URL
    • Ley, S. V., Dixon, D. J., Guy, R. T., Palomero, M. A., Polara, A., Rodriguez, F., Sheppard, T. D. (2004). Studies on the generation of enolate anions from butane-2,3-diacetal protected glycolic acid derivatives and subsequent highly diastereoselective coupling reactions with aldehydes and acid chlorides. Organic and Biomolecular Chemistry 2(24), 3618-3627 doi:10.1039/b412790k. Publisher URL

    2003

    • Ladlow, M., Legge, C. H., Neudeck, T., Pipe, A. J., Sheppard, T., Yang, L. L. (2003). Wavelength dependent photo-controlled differential release of compounds from solid phase resin. Chemical Communications (16), 2048-2049 doi:10.1039/b304477g. Publisher URL

    2001

    • Congreve, M. S., Ladlow, M., Marshall, P., Parr, N., Scicinski, J. J., Sheppard, T., Vickerstaffe, E., Carr, R. A. E. (2001). Reporter Resins for Solid-Phase Chemistry. Organic Letters 3(4), 507-510- doi:10.1021/ol006751n. Publisher URL
    • Dixon, D. J., Ley, S. V., Polara, A., Sheppard, T. (2001). Highly Diastereoselective Lithium Enolate Aldol Reactions of Butane-2,3-diacetal Desymmetrized Glycolic Acid and Deprotection to Enantiopure -2,3-Dihydroxy Esters. Organic Letters 3(23), 3749-3752- doi:10.1021/ol016707n. Publisher URL