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Pure Appl. Chem., 1999, Vol. 71, No. 4, pp. 565-571

http://dx.doi.org/10.1351/pac199971040565

Transition metal catalyzed neoglycoconjugate syntheses

R. Roy, S. K. Das, Romyr Dominique, M. C. Trono, Fernando Hernández-Mateo and F. Santoyo-González

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  • Ronchi Paolo, Scarponi Catalina, Salvi Matteo, Fallarini Silvia, Polito Laura, Caneva Enrico, Bagnoli Luana, Lay Luigi: Synthesis of a Structural Analogue of the Repeating Unit from Streptococcus pneumoniae 19F Capsular Polysaccharide Based on the Cross-Metathesis–Selenocyclization Reaction Sequence. J. Org. Chem. 2013, 78, 5172. <http://dx.doi.org/10.1021/jo4001146>
  • Chabre Yoann M., Roy René: Multivalent glycoconjugate syntheses and applications using aromatic scaffolds. Chem. Soc. Rev. 2013, 42, 4657. <http://dx.doi.org/10.1039/c3cs35483k>
  • Mukherjee Chinmoy, Ranta Kaarina, Savolainen Johannes, Leino Reko: Synthesis and Immunological Screening of β-Linked Mono- and Divalent Mannosides. Eur J Org 2012, 2012, 2957. <http://dx.doi.org/10.1002/ejoc.201200041>
  • Bergeron-Brlek Milan, Giguère Denis, Shiao Tze Chieh, Saucier Catherine, Roy René: Palladium-Catalyzed Ullmann-Type Reductive Homocoupling of Iodoaryl Glycosides. J Org Chern 2012, 77, 2971. <http://dx.doi.org/10.1021/jo2025652>
  • Chabre Yoann M., Giguère Denis, Blanchard Bertrand, Rodrigue Jacques, Rocheleau Sylvain, Neault Mathieu, Rauthu Subhash, Papadopoulos Alex, Arnold Alexandre A., Imberty Anne: Combining Glycomimetic and Multivalent Strategies toward Designing Potent Bacterial Lectin Inhibitors. Chem Eur J 2011, 17, 6545. <http://dx.doi.org/10.1002/chem.201003402>
  • Bergeron-Brlek Milan, Shiao Tze Chieh, Trono M. Corazon, Roy René: Synthesis of a small library of bivalent α-d-mannopyranosides for lectin cross-linking. Carbohydrates Research 2011, 346, 1479. <http://dx.doi.org/10.1016/j.carres.2011.03.041>
  • Roy Rene, Das Sanjoy K., Dominique Romyr, Trono M. Corazon, Hernandez-Mateo Fernando, Santoyo-Gonzalez Francisco: ChemInform Abstract: Transition Metal Catalyzed Neoglycoconjugate Syntheses. ChemInform 2010, 30, no. <http://dx.doi.org/10.1002/chin.199952260>
  • Jaradat Da'san M. M., Hamouda Houda, Hackenberger Christian P. R.: Solid-Phase Synthesis of Phosphoramidate-Linked Glycopeptides. Eur J Org Chem 2010, 2010, 5004. <http://dx.doi.org/10.1002/ejoc.201000627>
  • Suryawanshi Sharad B., Dushing Mangesh P., Gonnade Rajesh G., Ramana C.V.: The isochroman- and 1,3-dihydroisobenzofuran-annulation on carbohydrate templates via [2+2+2]-cyclotrimerization and synthesis of some tricyclic nucleosides. Tetrahedron 2010, 66, 6085. <http://dx.doi.org/10.1016/j.tet.2010.06.011>
  • Green Andrew E.C., Parker Shannon K., Valliant John F.: Synthesis and screening of bifunctional radiolabelled carborane-carbohydrate derivatives. J Organomet Chem 2009, 694, 1736. <http://dx.doi.org/10.1016/j.jorganchem.2008.12.063>
  • Giguère Denis, Patnam Ramesh, Juarez-Ruiz Juan M., Neault Mathieu, Roy René: Catalytic synthesis of novel 4-C-glycosyl coumarins using a domino Heck reaction/lactonization process. Tetrahetron Lett 2009, 50, 4254. <http://dx.doi.org/10.1016/j.tetlet.2009.04.134>
  • Ronchi Paolo, Vignando Stefano, Guglieri Sara, Polito Laura, Lay Luigi: Exploiting the cross-metathesis reaction in the synthesis of pseudo-oligosaccharides. Org Biomol Chem 2009, 7, 2635. <http://dx.doi.org/10.1039/b822989a>
  • Giguère Denis, Bonin Marc-André, Cloutier Philipe, Patnam Ramesh, St-Pierre Christian, Sato Sachiko, Roy René: Synthesis of stable and selective inhibitors of human galectins-1 and -3. biorg med chem 2008, 16, 7811. <http://dx.doi.org/10.1016/j.bmc.2008.06.044>
  • Ramana C.V., Suryawanshi Sharad B.: A [2+2+2]-cyclotrimerization approach for the synthesis of enantiopure isochromans using a carbohydrate derived dialkyne template. Tetrahetron Lett 2008, 49, 445. <http://dx.doi.org/10.1016/j.tetlet.2007.11.103>
  • Touaibia Mohamed, Wellens Adinda, Shiao Tze Chieh, Wang Qingan, Sirois Suzanne, Bouckaert Julie, Roy René: Mannosylated G(0) Dendrimers with Nanomolar Affinities toEscherichia coli FimH. ChemMedChem 2007, 2, 1190. <http://dx.doi.org/10.1002/cmdc.200700063>
  • Ramana Chepuri V., Salian Sumanth R., Gonnade Rajesh G.: An Expeditious Assembly of 3,4-Benzannulated 8-Oxabicyclo[3.2.1]octane Systems by [2+2+2] Alkyne Cyclotrimerisation: Total Synthesis of (–)-Bruguierol A. Eur J Org Chem 2007, 2007, 5483. <http://dx.doi.org/10.1002/ejoc.200700648>
  • Bonin Marc-André, Giguère Denis, Roy René: N-Arylimidazole synthesis by cross-cycloaddition of isocyanides using a novel catalytic system. Tetrahedron 2007, 63, 4912. <http://dx.doi.org/10.1016/j.tet.2007.03.152>
  • Kulkarni Suvarn S., Gervay-Hague Jacquelyn: Efficient Synthesis of a C-Analogue of the Immunogenic Bacterial Glycolipid BbGL2. Org Lett 2006, 8, 5765. <http://dx.doi.org/10.1021/ol062354m>
  • Kotha Sambasivarao, Brahmachary Enugurthi, Lahiri Kakali: Transition Metal Catalyzed [2+2+2] Cycloaddition and Application in Organic Synthesis. Eur J Org Chem 2005, 2005, 4741. <http://dx.doi.org/10.1002/ejoc.200500411>
  • Murata Shunpei, Ichikawa Satoshi, Matsuda Akira: Synthesis of galactose-linked uridine derivatives with simple linkers as potential galactosyltransferase inhibitors. Tetrahedron 2005, 61, 5837. <http://dx.doi.org/10.1016/j.tet.2005.04.019>
  • Chen Guangwu, Schmieg John, Tsuji Moriya, Franck Richard W.: Efficient Synthesis of α-C-Galactosyl Ceramide Immunostimulants: Use of Ethylene-Promoted Olefin Cross-Metathesis. Org Lett 2004, 6, 4077. <http://dx.doi.org/10.1021/ol0482137>
  • Rele Shyam M, Iyer Suri S, Chaikof Elliot L: Homodimerization of hyaluronan and heparan sulfate derivatives by olefin metathesis reaction. Tetrahetron Lett 2003, 44, 89. <http://dx.doi.org/10.1016/S0040-4039(02)02482-6>
  • Godin Guillaume, Compain Philippe, Martin Olivier R.: General Access to Iminosugar C-Glycoside Building Blocks by Means of Cross-Metathesis:  A Gateway to Glycoconjugate Mimetics. Org Lett 2003, 5, 3269. <http://dx.doi.org/10.1021/ol035117h>
  • Gan Zhonghong, Roy René: Sialoside clusters as potential ligands for siglecs (sialoadhesins). Can J Chem 2002, 80, 908. <http://dx.doi.org/10.1139/v02-053>
  • Herndon James W: The chemistry of the carbon–transition metal double and triple bond: annual survey covering the year 1999. Coord Chem Rev - 2001, 214, 215. <http://dx.doi.org/10.1016/S0010-8545(00)00394-5>
  • Liu Bingcan, Roy René: Facile synthesis of glycotope bioisosteres bearing β-d-galactoside moieties. Tetrahedron 2001, 57, 6909. <http://dx.doi.org/10.1016/S0040-4020(01)00663-9>
  • Okada M: Molecular design and syntheses of glycopolymers. Prog Polym Sci 2001, 26, 67. <http://dx.doi.org/10.1016/S0079-6700(00)00038-1>
  • Wnuk Stanislaw F., Valdez Carlos A., Valdez Neida X.: RHODIUM(I)-CATALYZED REGIO- AND STEREOSELECTIVE CHLOROESTERIFICATION OF FURANOSE-DERIVED TERMINAL ALKYNES WITH ETHYL CHLOROFORMATE. J Carbohydr Chem 2001, 20, 71. <http://dx.doi.org/10.1081/CAR-100102544>