Alessandro Dondoni Research

 
Research Group Members Curriculum Vitae Publications The Scripps Research Institute
.................... ....................Selected Leading References
   

  1 A. DONDONI, G. MARIOTTI, A. MARRA - General, Stereoselective Synthesis of Isosteres of ?- and ?-Glycosylasparagines.
Tetrahedron Lett., 2000, 41, 3483.
  2 A. DONDONI, P. P. GIOVANNINI, A. MARRA - Convergent Synthesis of Pyrrolidine-based (1,6)-Aza-C-disaccharides .
Tetrahedron Lett., 2000, 41, 6195.
  3 A. DONDONI, M. MIZUNO, A. MARRA - Improved Iterative Olefination Approach to Oligosaccharide Mimics : Stereoselective Synthesis of ?-(1,6)-Galactopentaose Methylene Isostere.
Tetrahedron Lett., 2000, 41, 6657.
  4 A. DONDONI, A. MARRA - Methods for Anomeric Carbon-Linked and Fused Sugar Amino Acid Synthesis : The Gateway to Artificial Glycopeptides.
Chem. Rev. 2000, 100, 4395.
  5 A. DONDONI - Formylation of Carbohydrates and the Evolution of Synthetic Routes to Artificial Oligosaccharides and Glycoconjugates.
Pure Appl. Chem. 2000, 72, 1577.
  6 A. DONDONI, A. MARRA, M.-C. SCHERRMANN, V. BERTOLASI - Chemical Synthesis of Linear and Cyclic Unnatural Oligosaccharides by Iterative Glycosidation of Ketoses.
Chem. Eur. J. 2001, 7, 1371
  7 A. DONDONI, X. HU, A. MARRA, H. D. BANKS - First Synthesis of Bridged and Double Calixsugars.
Tetrahedron Lett. 2001, 42, 3295.
  8 A. DONDONI, A. MASSI, S. SABBATINI - Towards the Synthesis of C-Glycosylated Dihydropyrimidine Libraries via the Three-Component Biginelli Reaction. A Novel Approach To Artificial Nucleosides.
Tetrahedron Lett. 2001, 42, 4495.
  9 A. DONDONI, G. DE LATHAUWER, D. PERRONE. - A Convergent Synthesis of the Renin Inhibitor SPP-100 Using a Nitrone Intermediate.
Tetrahedron Lett. 2001, 42, 4819.
  10 A. DONDONI, P. FORMAGLIO, A. MARRA, A. MASSI - Selectivity in the SmI2-Induced Deoxygenation of Thiazolylketoses for Formyl C-Glycoside Synthesis and Revised Structure of C-Ribofuranosides.
Tetrahedron 2001, 57, 7719.
  11 A. DONDONI, P. P. GIOVANNINI, A. MARRA - A Concise C-Glycosyl Amino Acid Synthesis by Alkenyl C-Glycoside-Vinyloxazolidine Cross-Methatesis. Synthesis of Glycosyl Serine, Asparagine, and Hydroxynorvaline Isosteres.
J. Chem. Soc., Perkin Trans 1 2001, 2380.
  12 A. DONDONI, G. MARIOTTI, A. MARRA, A. MASSI - Expeditious Synthesis of ?-Linked Glycosyl Serine Methylene Isosteres (?-C-Gly Ser) via Ethynylation of Sugar Lactones.
Synthesis 2001, 2129.
  13 A. DONDONI, A. MASSI - Parallel Synthesis of Dihydropyrimidinones Using Yb(III)-Resin and Polymer-Supported Scavengers Under Solvent-Free Conditions. A Green Chemistry Approach to the Biginelli Reaction.
Tetrahedron Lett. 2001, 42, 7975.
  14 A. DONDONI, A. MASSI, E. MINGHINI - Two- and Three-Component Hantzsch Reaction Using C-Glycosylated Reagents. Approach to the Asymmetric Synthesis of 1,4-Dihydropyridines.
Synlett 2002, 89.
  15 A. DONDONI, A. MARRA - Synthesis of [60]Fulleropyrrolidine Glycoconjugates Using 1,3-Dipolar Cycloaddition with C-Glycosyl Azomethine Ylides.
Tetrahedron Lett. 2002, 43, 1649.
  16 A. DONDONI, A. MARRA, M. MIZUNO, P. P. GIOVANNINI- Linear Total Synthetic Routes to ?-D-C-(1,6)-Linked Oligoclucoses and Oligogalactoses up to Pentaoses by Iterative Wittig Olefination Assembly.
J. Org. Chem. 2002, 67, 4186.
  17 A. DONDONI, G. MARIOTTI, A. MARRA, Synthesis of ?- and ?-Glycosyl Asparagine Ethylene Iosteres (C-Glycosyl Asparagines) via Sugar Acetylenes and Garner Aldehyde Coupling.
J. Org. Chem. 2002, 67, 4475.
  18 A. DONDONI, M. KLEBAN, X. HU, A. MARRA, H. D. BANKS - Glycoside-Clustering Round Calixarenes toward the Development of Multivalent Carbohydrate Ligands. Synthesis and Conformational Analysis of Calix[4]arene O- and C-Glycoconjugates.
J. Org. Chem. 2002, 67, 4722.
  19 A. DONDONI, A. MASSI, S. SABBATINI - Improved Synthesis and Preparative Scale Resolution of Racemic Monastrol.
Tetrahedron Lett. 2002, 43, 5913.
  20 A. DONDONI, A. MASSI, S. SABBATINI, V. BERTOLASI - Three-Component Biginelli Cyclocondensation Reaction Using C-Glycosylated Substrates. Preparation of a Collection of Dihydropyrimidinone Glycoconjugates and the Synthesis of C-Glycosylated Monastrol Analogues.
J. Org. Chem. 2002, 67, 6979.
  21 A. DONDONI, P. P. GIOVANNINI, D. PERRONE - New Synthesis of Pyrrolidine Homoazasugars via Aminohomologation of Furanoses and Thier Use for the Stereoselective Synthesis of Aza-C-disaccharides.
J. Org. Chem. 2002, 67, 7203.
  22 A. DONDONI, A. MARRA, M. G. ZAMPOLLI - Synthesis of All Carbon Linked Glycoside Clusters Round Benzene Scaffold via Sonogashira-Heck-Cassar Cross Coupling of Iodobenzenes with Ethynyl C-Glycosides.
Synlett 2002, 1850.
  23 A. DONDONI, A. MASSI, E. MINGHINI, V. BERTOLASI - Dihydropyridine C-Glycoconjugates by Hantzsch Cyclocondensation. Synthesis of a C(6)-Glycosylated Nifedipine Analogue.
Helvetica Chimica Acta 2002, 85, 3331.
  24 A. DONDONI, A. MARRA - Multigram Scale Synthesis of Formyl Tetra-O-benzyl-?-D-C-glucopyranoside Using Benzothiazole as a Formyl Group Equivalent.
Tetrahedron Lett. 2003, 44, 13.
  25 A. DONDONI, A. MARRA - A New Synthetic Approach to Mycobacterial Cell Wall ?-(1,5)-D-Arabinofuranosyl C-Oligosaccharides.
Tetrahedron Lett. 2003, 44, 4067.
  26 L.F. TIETZE, U. GRIESBACH, I. SCHUBERTH, U. BOTHE, A. MARRA, A. DONDONI - Novel Carboranyl C-Glycosides for the Treatment of Cancer by Boron Neutron Capture Therapy.
Chem. Eur. J. 2003, 9, 1296.
  27 A. DONDONI, D. PERRONE - A Convenient Synthesis of Iminosugar-C-glycosides via Organometallic Addition to N-Benzyl-N-glycosylhydroxylamines.
Tetrahedron 2003, 59, 4261.
  28

A. DONDONI, A. MASSI, E. MINGHINI, S. SABBATINI, V. BERTOLASI - Model Studies toward the Synthesis of Dihydropyrimidinyl and Pyridyl ?-Amino Acids via Three-Component Biginelli and Hantzsch Cyclocondensations.
J. Org. Chem. 2003, 68, 6172.

  29 A. DONDONI, A. MASSI - Decoration of Dihydropyrimidine and Dihydropyridine Scaffolds with Sugars via Biginelli and Hantzsch Multicomponent Reactions. An Efficient Entry to a Collection of Artificial Nucleosides.
Molecular Diversity 2003, 6, 261.
  30 A. DONDONI, A. MARRA, B. RICHICHI - A Model Route Toward the Synthesis of Conformationally Constrained Polyhydroxylated Dipeptides from Natural Carbohydrates.
Synlett 2003, 2345.
  31 A. DONDONI, A. MASSI, E. MINGHINI, V. BERTOLASI - Multicomponent Hantzsch Cyclocondensation as a Route to Highly Functionalized 2- and 4-Dihydropyridylalanines, 2- and 4- Pyridylalanines, and Their N-Oxides : Preparation via Polymer-Assisted Solution-Phase Approach.
Tetrahedron 2004, 60, 2311.
  32 A. DONDONI, A. MASSI, S. SABBATINI, V. BERTOLASI - Synthesis of C-Glycosyl ?-Amino Acids by Asymmetric Mannich-type Three-component Reactions.
Tetrahedron Lett. 2004, 45, 2381.
  33 A. DONDONI, A. MARRA - Thiazole-Based Synthetic Methodology.
Chem. Rev. 2004, 104, 2557.
  34 A. DONDONI, A. MASSI, S. SABBATINI, V. BERTOLASI – Three-component Staudinger-type Stereoselective Synthesis of C-Glycosyl ?-Lactams and Their Use as Precursors for C-Glycosyl Isoserines and Dipeptides. A Polymer-Assisted Solution-phase Approach
Adv.Synth. Catal. 2004, 346, 1355
  35 A. DONDONI, N. CATOZZI, A. MARRA - Stereoselective Synthesis of ?- and ?-L-C-Fucosyl Aldehydes and Their Utility in the Assembly of C-Fucosides of Biological Relevance
J. Org. Chem. 2004, 69, 5023.
  36

A. DONDONI, B. RICHICHI, A. MARRA, D. PERRONE – Ring Enlargement of Polyhydroxylated Pyrrolidines to Piperidines by Mitsunobu Reaction. A Fortuitous Synthesis of 1-Deoxy-L-allonojirimycin.
Synlett 2004, 1711.

  37 A. DONDONI, P. P. GIOVANNINI, A. MASSI – Assembling Heterocycle-Tethered C-Glycosyl and alfa-Amino Acid Residues via 1,3-Dipolar Cycloaddition Reactions.
Org. Lett. 2004, 6, 2929.
  38 A. DONDONI, A. MARRA, A. MASSI – Hybrid Solution/Solid-Phase Synthesis of Oligosaccharides by Using Trichloroacetyl Isocyanate as Sequestration-Enabling Reagent of Sugar Alcohols.
Angew. Chem. Int. Ed. 2005, 44, 1672.
  39 A. DONDONI, P. P. GIOVANNINI, D. PERRONE – Cross-Metathesis of C-Allyl Iminosugars with Alkenyl Oxazolidines as a Key Step in the Synthesis of C-Iminoglycosyl ?-Amino Acids. A Route to Iminosugar Containing C-Glycopeptides.
J. Org. Chem. 2005, 70, 5508.
  40 A. DONDONI, A. MASSI, S. SABBATINI – Multiple Component Approaches to C-Glycosyl ?-Amino Acids by Complementary One-Pot Mannich –Type and Reformatsky-Type Reactions.
Chem. Eur. J. 2005, 11, 7110.
  41 A. DONDONI, N. CATOZZI, A. MARRA – Concise and Practical Synthesis of C-Glycosyl Ketones from Sugar Benzothiazoles and Their Transformation into Chiral Tertiary Alcohols.
J. Org. Chem. 2005, 70, 9257.
  42

P. DAMBRUOSO, A. MASSI, A. DONDONI – Efficiency in Isotetronic Acid Synthesis via a Diamine-Acid Couple Catalyzed Ethyl Pyruvate Homoaldol Reaction.
Org. Lett. 2005, 7, 4657.

  43 P. CHESHEV, A. MARRA, A. DONDONI – First Synthesis of 1,2,3-Triazolo-Linked (1,6)-?-D-Oligomannoses (triazolomannoses) by Iterative Cu(I)-Catalyzed Alkyne-Azide Cycloaddition.
Org. Biomol. Chem. 2006, 4, 3225.
  44 A. DONDONI, A. MASSI – Design and Synthesis of New Classes of Heterocyclic C-Glycoconjugates and Carbon-Linked Sugar and Heterocyclic Amino Acids by Asymmetric Multicomponent Reactions (AMCRs).
Acc. Chem. Res. 2006, 39, 451.
  45 A. DONDONI, A. MASSI, E. MINGHINI – A Facile and General Entry to C-Glycosyl (R)- and (S)-?-Amino Acid Pairs from Glycosyl Cyanides through Enamino Ester Intermediates
Synlett 2006, 539.
  46 A. DONDONI. A. MARRA – C-Glycoside Clustering on Calix[4]arene, Adamantane, and Benzene Scaffolds through 1,2,3-Triazole Linkers.
J. Org. Chem. 2006, 71, 7546.
  47 A. DONDONI, A. NUZZI – Access to Piperidine Imino-C-glycosides via Stereoselective Thiazole-Based Aminohomologation of Pyranoses.
J. Org. Chem. 2006, 71, 7574.
  48 P. CHESHEV, A. MARRA, A. DONDONI – Direct Epoxidation of D-Glucal and D-Galactal Derivatives with in situ Generated DNDO.
Carbohydrate Res. 2006, 341, 2714.
  49 A. DONDONI – Triazole : the Keystone in Glycosylated Molecular Architectures Constructed by a Click Reaction.
Chem. Asian J. 2007, 2, 700.
  50 A. DONDONI, A. MARRA – Addressing the Scope of the Azide-Nitrile Cycloaddition in Glycoconjugate Chemistry. The Assembly of C-Glycoclusters on a Calix[4]arene Scaffold Through Tetrazole Spacers.
Tetrahedron 2007, 63, 6339.
  51 A. DONDONI, A. MASSI, A. NUZZI – A Serendipitous Discovery of A New C-Furanosyl Glycine Synthesis via Thiazole-Based Aminohomologation of Hexopyranoses.
Synlett 2007, 303.
  52 A. DONDONI, A. MASSI, M. ALDHOUN – Hantzsch-type Three Component Approach to a New Family of Carbon-Linked Glycosyl Amino Acids. Synthesis of C-Glycosylmethyl Pyridylalanines.
J. Org. Chem. 2007, 72, 7677.
  53 A. NUZZI, A. MASSI, A. DONDONI – Model Studies Toward the Synthesis of Thymidine Oligonucleotides with Triazole Internucleosidic Linkages via Iterative Cu(I)-Promoted Azide-Alkyne Ligation Chemistry.
QSAR Comb. Sci. 2007, 11-12, 1191.
  54 A. MASSI, A. NUZZI, A. DONDONI – Microwave-Assisted Organocatalytic Anomerization of alfa-C-Glycosylmethyl Aldehydes and Ketones
J. Org. Chem. 2007, 72, 10279
  55 A. MARRA, A. VECCHI, C. CHIAPPE, B. MELAI, A. DONDONI - Validation of the Copper(I)-Catalyzed Azide-Alkyne Coupling in Ionic Liquids. Synthesis of a Triazole-Linked C-Disaccharide as a Case Study.
J. Org. Chem. 2008, 73, 2458.

 

  56 M. ALDHOUN, A. MASSI, A. DONDONI – Click Azide-Nitrile Cycloaddition as a New Ligation Tool for the Synthesis of Tetrazole-Tethered C-Glycosyl alpha-Amino Acids.
J. Org. Chem. 2008, 73, 9565.
  57 A. DONDONI, A. MASSI – Asymmetric Organocatalysis : From Infancy to Adolescence.
Angew. Chem. Int. Ed. 2008, 47, 4638.
  58 A. DONDONI – The Emergence of Thiol-Ene Coupling as a Click Process for Materials and Bioorganic Chemistry.
Angew. Chem. Int. Ed. 2008, 47, 8995
  59 D. R. B. DUCATTI, A. MASSI, M. D. NOSEDA, M. E. R. DUARTE, A. DONDONI – Production of Carbohydrate Building Blocks from Red Seaweed Polysaccharides: Efficient Conversion of Galactans into C-Glycosyl Aldehydes.
Org. Biomol. Chem. 2009, 7, 576.
  60 A. DONDONI, A. MASSI – Synthesis of Heterocycle-Linked C-Glycosyl Amino Acids and C-Glycopeptides.
Asymmetric Synthesis and Application of alpha-Amino Acids, ACS Symposium Series 1009, ACS, Washington, DC, 2009.
  61 D. R. B. DUCATTI, A. MASSI, M. D. NOSEDA, M. E. R. DUARTE, A. DONDONI – Dihydropyridine C-Glycoconjugates by Organocatalytic Hantzsch Cyclocondensation. Stereoselective Synthesis of alpha-Threofuranose C-Nucleoside Enantiomers.
Org. Biomol. Chem. 2009, 7, 1980.
  62

M. FIORE, A. MARRA, A. DONDONI – Photoinduced Thiol-Ene Coupling as a Click Ligation Tool for Thiodisaccharide Synthesis.
J. Org. Chem. 2009, 74, 4422.

  63 A. DONDONI, A. MARRA – Transformation of Linear Oligoketosides into Macrocyclic Neoglycoconjugates.
Tetrahedron Lett. 2009, 50, 3593.
  64 L. MONI, G. POURCEAU, J. ZHANG, A. MEYER, S. VIDAL, E. SOUTEYRAND, A. DONDONI, F. MORVAN, Y. CHEVOLOT, J.-J. VASSEUR, A. MARRA – Design of Triazole-Tethered Glycoclusters Exhibiting Three Different Spatial Arrangements and Comparative Study of their Affinities toward PA-IL and RCA 120 by Using a DNA-Based Glycoarray.
ChemBioChem. 2009, 10, 1369.
  65 R. F. BARGHASH, A. MASSI, A. DONDONI – Synthesis of Thiourea-Tethered C-Glycosyl Amino Acids via Isothiocyanate-Amine Coupling.
Org. Biomol. Chem. 2009, 7, 3319.
  66 M. FIORE, A. CHAMBERY, A. MARRA, A. DONDONI – Single and Dual Glycoside Clustering Around Calix[4]arene Scaffolds via Click Thiol-Ene Coupling and Azide-Alkyne Cycloaddition
Org. Biomol. Chem. 2009, 7, 3910.
  67 A. DONDONI, A. MASSI, P. NANNI, A. RODA – A New Ligation Strategy for Peptide and Protein Glycosylation : Photoinduced Thiol-Ene Coupling.
Chem. Eur. J. 2009, 15, 11444.
  68 M. LO CONTE, A. CHAMBERY, A. MARRA, A. DONDONI - Studies Toward the Synthesis of Inhibitors of Mycobacterium tuberculosis Cell-Wall Biosynthesis : The Assembly of Triazole-Linked 1,6-alpha-D-Oligomannosides via Click CuAAC.
Synlett 2009, 2679.
  69 L. MONI, S. ROSSETTI, M. SCOPONI, A. MARRA, A. DONDONI – Immobilization of Calix[4]arene-Based Glycoclusters on TiO2 Nanoparticles via Click Cu(I)-Catalyzed Azide-Alkyne Coupling.
Chem. Commun. 2010, 46, 475.
     
 
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