Synthesis of Carbohydrates and Carbohydrate Mimetics
Synthesis of Carbohydrates and Carbohydrate Mimetics
Publications
| • | M. Jasiński*, G. Utecht, A. Fruziński, H.-U. Reißig Three-Step Synthesis of 3-Aminoseptanoside Derivatives Using Lithiated Methoxyallene and δ-Siloxynitrones Synthesis 2016, 48, 893 – 905. |
| • | J. Salta, J. Dernedde, H.-U. Reißig* Synthesis of Multivalent Carbohydrate Mimetics with Aminopolyol End Groups and their Evaluation as L-Selectin Inhibitors Beilstein J. Org. Chem. 2015, 11, 638 – 646. |
| • | J. Salta, H.-U. Reißig* Synthesis of Divalent Carbohydrate Mimetics by Reductive Amination with Enantiopure 1,2-Oxazines as Precursors Synthesis 2015, 47, 1893 – 1898. |
| • | M. Kandziora, E. Mucha, S. P. Zucker, H.-U.Reißig* Syntheses of Mono- and Divalent C-Aminoglycosides Using 1,2-Oxazine Chemistry and Olefin Metathesis Synlett 2015, 26, 367 – 374. |
| • | M. Kandziora, H.-U. Reißig* Preparation of Multivalent Carbohydrate Mimetics Based on Enantiopure 1,2-Oxazines by Sonogashira Coupling and Subsequent Reductive Ring-Opening Eur. J. Org. Chem. 2015, 370 – 377. |
| • | L. Bouché, M. Kandziora, H.-U. Reißig* Synthesis of New Enantiopure Poly(hydroxy)aminooxepanes as Building Blocks for Multivalent Carbohydrate Mimetics Beilstein J. Org. Chem. 2014, 10, 213 – 223. |
| • | M. Jasiński, Dieter Lentz, E. Moreno-Clavijo, H.-U. Reißig* Application of L-Erythrose-Derived Nitrones in the Synthesis of Polyhydroxylated Compounds via 3,6-Dihydro-2H-1,2-oxazine Derivatives Eur. J. Org. Chem. 2012, 3304 – 3316. |
| • | M. Jasiński, Dieter Lentz, H.-U. Reißig* Carbohydrate-Auxiliary Assisted Preparation of Enantiopure 1,2-Oxazine Derivatives and Aminopolyols Beilstein J. Org. Chem. 2012, 8, 662-674. |
| • | L. Bouché, H.-U. Reißig* Synthesis of Novel Carbohydrate Mimetics via 1,2-Oxazines Pure Appl. Chem. 2012, 84, 23 – 36. |
| • | M. Roskamp, S. Enders, F. Pfrengle, S. Yekta. V. Dekaris, J. Dernedde, H.-U. Reißig, S. Schlecht* Multivalent Interaction and Selectivities in Selectin Binding of Functionalized Gold Colloids Decorated with Carbohydrate Mimetics Org. Biomol. Chem. 2011, 9, 7448 – 7456. |
| • | V. Dekaris, R. Pulz, A. Al-Harrasi, D. Lentz, H.-U. Reißig* Stereoselective Synthesis of Aza, Amino and Imion Sugar Derivatives by Hydroboration of 3,6-Dihydro-2H-1,2-oxazines as Key Reaction Eur. J. Org. Chem. 2011, 3210 – 3219. |
| • | G. Semini, A. Hildmann, H.-U. Reißig, W. Reutter, K. Danker* The Novel Synthetic Ether Lipid Inositol-C2-PAF Inhibits Phosphorylation of the Tyrosine Kinases Src and FAK Independent of Integrin Activation in Transformed Skin Cells Biochemical Pharmacology 2011, 81, 985 – 995. |
| • | A. Al-Harrasi, L. Bouché, R. Zimmer, H.-U. Reißig* β-Alkoxy-γ-amino Aldehydes by Internal Redox Ring Cleavages of Carbohydrate-Derived Enantiopure 1,2-Oxazines and Preparation of Heterocycles with Aminopolyol Side Chain Synthesis 2011, 109 – 118. |
| • | F. Pfrengle, H.-U. Reißig* Internally Protected Amino Sugar Equivalents from Enantiopure 1,2-Oxazines: Synthesis of Variably Configured Carbohydrates with C-Branched Amino Sugar Units Chem. Eur. J. 2010, 16, 11915 – 11925. |
| • | F. Pfrengle, H.-U. Reißig* Addition of Lithiated Enol Ethers to Nitrones and Subsequent Lewis Acid Induced Cyclizations to Enantiopure 3,6-Dihydro-2H-pyrans – an Approach to Carbohydrate Mimetics Beilstein Journal of Organic Chemistry 2010, 6, No. 75. |
| • | F. Pfrengle, H.-U. Reißig* Amino Sugars and their Mimetics via 1,2-Oxazines Chem. Soc. Rev., 2010, 39, 549 – 557. |
| • | A. Al-Harrasi, S. Fischer, R. Zimmer, H.-U. Reißig* Ring Enlargement of Carbohydrate-Derived 1,2-Oxazines to Enantiopure 5-Bromo-1,2-oxazepines and Subsequent Palladium-Catalyzed Reactions Synthesis 2010, 304 – 314. |
| • | V. Dekaris, B. Bressel, H.-U. Reißig* Acid Mediated Transformations of Enantiopure 3,6-Dihydro-2H-1,2-oxazines into Functionalized Aminotetrahydrofuran Derivatives Synlett 2010, 47 – 50. |
| • | V. Dekaris, H.-U. Reißig* Stereocontrolled Syntheses of Enantiopure Polyhydroxylated Azetidines via 1,2-Oxazines Synlett 2010, 42 – 46. |
| • | F. Pfrengle, D. Lentz, H.-U. Reißig* A New Ring Closure Approach to Enantiopure 3,6-Dihydro-2H-pyrans: Stereodivergent Access to Carbohydrate Mimetics Org. Lett. 2009, 11, 5534 – 5537. |
| • | A. Al-Harrasi, F. Pfrengle, V. Prisyazhnyuk, S. Yekta, P. Koóš, H.-U. Reißig* Enantiopure Aminopyrans by a Lewis Acid Promoted Rearrangement of 1,2-Oxazines: Versatile Building Blocks for Oligosaccharide and Sugar Amino Acid Mimetics Chem. Eur. J. 2009, 15, 11632 – 11642 |
| • | M. Brasholz, H.-U. Reißig* Alkoxyallene-Based De Novo Synthesis of Rare Deoxy Sugars: New Routes to L-Cymarose, L-Sarmentose, L-Diginose and L-Oleandrose Eur. J. Org. Chem. 2009, 3595– 3604. |
| • | F. Pfrengle, D. Lentz, H.-U. Reißig* Stereodivergente De-novo-Synthese verzweigter Aminozucker durch Lewis-Säure-induzierte Umlagerung von 1,2-Oxazinen Angew. Chem. 2009, 121, 3211 - 3215. |
| F. Pfrengle, D. Lentz, H.-U. Reißig* Stereodivergent De novo Synthesis of Branched Amino Sugars by Lewis Acid promoted Rearrangement of 1,2-Oxazines Angew. Chem. Int. Ed. 2009, 48, 3165 - 3169. |
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| • | B. Bressel, H.-U. Reißig* A New Approach to Neuraminic Acid Analogues via 1,2-Oxazines Org. Lett. 2009, 11, 527 – 530. |
| • | F. Pfrengle, A. Al-Harrasi, I. Brüdgam, H.-U. Reißig* Unusual Enantiopure Heterocyclic Skeletons via Lewis Acid Promoted Rearrangements of 1,3-Dioxolanyl-Substituted 1,2-Oxazines Eur. J. Org. Chem. 2009, 282 – 291. |
| • | E. Hýrošovà, L. Fišera,* M. Medvecký, H.-U. Reißig, A. Al-Harrasi, M. Koòš From sugars to modified nucleosides ARKIVOC 2009 (ix), 122 - 142. |
| • | B. Bressel, B. Egart, A. Al-Harrasi, R. Pulz, H.-U. Reißig,* I. Brüdgam Acid-Induced and Reductive Transformations of Enantiopure 3,6-Dihydro-2H-1,2-oxazines – Synthesis of Dideoxyamino Carbohydrate Derivatives Eur. J. Org. Chem. 2008, 467 – 474. |
| • | S. Yekta, V. Prisyazhnyuk, H.-U. Reißig* Simple Modifications of Enantiopure 1,2-Oxazines Leading to Building Blocks for Carbohydrate and Peptide Mimetics Synlett 2007, 2069 – 2072. |
| • | M. Brasholz, H.-U. Reißig* Oxidative Spaltung von 3-Alkoxy-2,5-dihydrofuranen und ihre Anwendung in der De-novo-Synthese seltener Monosaccharide am Beispiel von L-Cymarose Angew. Chem. 2007, 119, 1659 – 1662; Angew. Chem. Int. Ed. 2007, 46, 1634 – 1637. |
| • | A. Al-Harrasi, I. Brüdgam, H. Hartl, H.-U. Reißig* Crystal structure of 1R,5S,8R,9S-8-azidomethyl-2-benzyl- 6,6-dimethyl-3,7-dioxa-2-aza-bicyclo[3.3.1]nonan-9-0l, C16H22N4O3 Z. Kristallogr. NCS 2005, 220, 599 - 600. |
| • | A. Al-Harrasi, I. Brüdgam, H. Hartl, H.-U. Reißig* Crystal structure of 3S,4S,5R,6S,7R-5-amino-6-(tert-butyldimethylsiloxy)- 7(tert-butyldimethylsiloxymethyl)-3-hydroxymethyl-2,2-dimethyloxepan-4-ol, C22H49NO5Si2 Z. Kristallogr. NCS 2006, 221, 131 – 132. |
| • | A. Al-Harrasi, H.-U. Reißig* Enantiomerenreiner Kohlenhydratmimetika durch Lewis-Säure-induzierte Umlagerung von 1,3-dioxolanyl-substitutierten 3,6-Dihydro-2H-1,2-oxazinen Angew. Chem. 2005, 117, 6383 - 6387. |
| • | A. Al-Harrasi, H.-U. Reißig* Synthesis of Enantiopure Carbohydrate Mimetics by Lewis Acid Catalyzed Rearrangement of 1,3-Dioxolanyl-Substituted 1,2-Oxazines Angew. Chem. Int. Ed. 2005, 44, 6227 – 6231. |
| • | A. Al-Harrasi, H.-U. Reißig* Synthesis of Enantiopure Functionalized β-Alkoxy γ-Amino Aldehydes by a New Internal Redox Ring Cleavage of Carbohydrate Derived 1,2-Oxazines Synlett 2005, 1152 – 1154. |
| • | R. Pulz, A. Al-Harrasi, H.-U. Reißig* Acid Promoted Syntheses of New Enantiopure Amino Sugar Derivatives from 3,6-Dihydro-2H-1,2-oxazines Synlett 2002, 817 – 819. |