Metalated Alkoxy Allenes as Building Blocks for Synthesis of Heterocycles
Metalated Alkoxy Allenes as Building Blocks for Synthesis of Heterocycles
Publications
F. Cumine, A. Young, H.-U. Reißig, T. Tutttle*, J. A. Murphy* A Computational Study of Anionic Alkoxide-Allene and Amide-Allene Cyclizations Eur. J. Chem. 2017, 6867 – 6871.
S. Schoder, S. Kord Daoroun Kalai, H.-U. Reißig* Novel Alkoxy-Substituted Dipyrromethenes and Near-IR BODIPY Dyes – Preparation and Photophysical Properties Chem. Eur. J.2017, 23, 12527 – 112533.
H.-U. Reißig*, R. Zimmer* Cyclizations of Alkoxyallenes: Mechanisms, Intermediates, Products – A Personal Account on Solved and Unsolved Problems with Unique Allene Building Blocks Synthesis strong>2017, 49, 3291 – 3302.
D. Gladow, S. Senf, J. Wiecko, D. Lentz, R. Zimmer, H.-U. Reißig* New Trifluoromethyl-Substituted Heterocycles by Multicomponent Reactions of Siloxycyclopropanes Chem. Heterocycl. Compd.2017, 53, 416 – 421.
M. Medvecký, I. Linder, L. Schefzig, H.-U. Reißig*, R. Zimmer* Iodination of Carbohydrate-Derived 1,2-Oxazines to Enantiopure 5-Iodo-3,6-dihydro-2H-1,2-oxazines and Subsequent Palladium-Catalyzed Cross-Coupling Reactions Beilstein J. Org. Chem. 2016, 12, 2898 – 2905.
R. Klemme, C. Bentz, T. Zukowski, L. Schefzig, D. Lentz, H.-U. Reißig,* R. Zimmer* Percarboxylic Acid Oxidation of α-Hydroxy-Substituted Alkoxy-allenes: The Unexpected Formation of Acyloxy-Substituted 1,2-Diketones and the Synthesis of Functionalized Quinoxalines Synthesis 2016, 48, 1491 – 1501.
M. Wilsdorf, H.-U. Reißig* Model Studies towards New Functionalized Bisbenzannulated [5,6]-Spiroketals Eur. J. Org. Chem. 2016, 1555–1561.
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.
R. Zimmer, H.-U. Reißig* Allenes in Multicomponent Synthesis of Heterocycles in: Multicomponent Reactions in Organic Synthesis, (J. Zhu, Q. Wang, M.-X. Wang, Eds.), WILEY-VCH, Weinheim 2015, 301 – 332.
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.
M. Jasiński, G. Mlostoń, M. Stolarski, W. Costa, M. Domínguez, H.-U. Reißig* Reactions of Cycloaliphatic Thioketones and Their Oxo Analogues with Lithiated Methoxyallene: A New Approach to Vinylthiiranes Chem. Asian J. 2014, 9, 2641 – 2648.
M. Kandziora, H.-U. Reißig* Synthesis of Rigid p-Terphenyl-Linked Carbohydrate Mimetics Beilstein J. Org. Chem.2014, 10, 1749 – 1758.
R. Zimmer, H.-U. Reißig* Alkoxyallenes as Building Blocks for Organic Synthesis Chem. Soc. Rev.2014, 43, 2888 – 2903.
M. K. Bera, M. Domínguez, P. Hommes, H.-U. Reißig* The Flögel-Three-Component Reaction with Dicarboxylic Acids - An Approach to Bis(β-alkoxy-β - ketoenamides) for the Synthesis of Complex Pyridine and Pyrimidine Derivatives Beilstein J. Org. Chem.2014, 10, 394 – 404.
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, E. Moreno-Clavijo, H.-U. Reißig* Synthesis of a Series of Enantiopure Polyhydroxylated Bicyclic N-Heterocycles from an l-Erythrose Derived Nitrone and Alkoxyallenes Eur. J. Org. Chem. 2014, 442 – 454.
M. K. Bera, S. L. Gholap, P. Hommes, K. Neuthe, D. Trawny, J. P. Rabe, D. Lentz, R. Zimmer, H.-U. Reißig* Synthesis and Properties of Branched Oligo(2-thienyl)- and Oligo(2,2’-bithien-5-yl)-Substituted Pyridine Derivatives Adv. Synth. Catal. 2013, 355, 3463 – 3474.
V. M. Schmiedel, S. Stefani, H.-U. Reißig* Stereodivergent Synthesis of Jaspine B and its Isomers using a Carbohydrate-derived Alkoxyallene as C3-building Block Beilstein J. Org. Chem.2013,9, 2564 – 2569.
C. Parmeggiani, F. Cardona, L. Giusti, H.-U. Reißig*, A. Goti Stereocomplementary Routes to Hydroxylated Nitrogen Heterocycles: Total Syntheses of Casuarine, Australine, and 7-epi-Australine Chem. Eur. J.2013, 19, 10595 – 10604.
S. L. Gholap, P. Hommes, K. Neuthe, H.-U. Reißig* Per(2-thienyl)pyridines: Synthesis and Properties Org. Lett. 2013, 15, 318 – 321.
M. Jasiński,T. Watanabe, H.-U. Reißig* Samarium Diiodide Promoted Reduction of 3,6-Dihydro-2H-1,2-oxazines: Competition of 1,4-Amino Alcohol Formation and Ring Contraction to Pyrrole Derivatives Eur. J. Org. Chem. 2013, 605– 610.
T. Lechel, G. Podolan, B. Brusilowskij, C. A. Schalley, H.-U. Reißig* Unexpected One-Step Formation of Iodo[1,3]dioxolo[4,5-c]pyridine Derivatives by a Hofmann-Löffler-Freytag Reaction: Studies on the Synthesis of a Pyridine-Containing Macrocycle Eur. J. Org. Chem. 2012, 5685 – 5692.
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.
M. K. Bera, P. Hommes, H.-U. Reißig* In Search of Oligo(2-thienyl)-Substituted Pyridine Derivatives: A Modular Approach to Di-, Tri- and Tetra(2-thienyl)pyridines Chem. Eur. J.2011, 17, 11838– 11844.
C. Eidamshaus, R. Kumar, M. K. Bera, H.-U. Reißig* A Practical Two-Step Procedure for the Preparation of Enantiopure Pyridines: Multicomponent Reactions of Alkoxyallenes, Nitriles and Carboxylic Acids followed by a Cyclocondensation Reaction Beilstein J. Org. Chem. 2011, 7, 962 – 975.
T. Lechel, M. Gerhard, D. Trawny, B. Brusilowskij, L. Schefzig, R. Zimmer, J. P. Rabe, D. Lentz, C. A. Schalley, H.-U. Reißig* Synthesis of 5-Acetyloxazoles and 1,2-Diketones from β-Alkoxy-β-ketoenamides and Their Subsequent Transformations Chem.Eur. J. 2011, 17, 7480– 7491.
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.
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 Synthesis2011, 109 – 118.
M. Brasholz, B. Dugovič, H.-U. Reißig* 3-Alkoxy-2,5-dihydrofurans by Gold-Catalyzed Allenyl Cyclizations and Their Transformation into 1,4-Dicarbonyl Compounds, Cyclopentenones, and Butenolides Synthesis2010, 3855 – 3864.
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.
T. Lechel, H.-U. Reißig* Synthesis of Heterocycles via Alkoxyallenes Pure Appl. Chem. 2010, 82, 1835 – 1844.
R. Zimmer, T. Lechel, G. Rancan, M. K. Bera, H.-U. Reißig* Preparation of Pyrimidine-N-oxides by Condensation of Functionalized Enamides with Hydroxylamine Hydrochloride Synlett2010, 1793 – 1796.
M. K. Bera, H.-U. Reißig* A Route to Alkenyl-Substituted 4-Hydroxypyridine and Pyrimidine Derivatives via Three-Component Access to β-Alkoxy-β-ketoenamides Synthesis2010, 2129 – 2138.
T. Lechel, J. Dash, C. Eidamshaus, I. Brüdgam, D. Lentz, H.-U. Reißig* A Three-component Synthesis of β-Alkoxy-β-keto-enamides - Flexible Precoursors for 4-Hydroxypyridine Derivatives and their Palladium-catalysed Reactions Org. Biomol. Chem.2010, 8, 3007 – 3014.
T. Lechel, I. Brüdgam, H.-U. Reißig* Preparation of pyridine-3,4-diols, their crystal packing and their use as precursors for palladium-catalyzed cross-coupling reactions Beilstein Journal of Organic Chemistry2010, 6, No. 42.
T. Lechel, H.-U. Reißig* New 5-Alkoxypyrimidine Derivatives from β-Alkoxy β-Keto Enamides and Ammonium Salts Eur. J. Org. Chem. 2010, 2555– 2564.
T. Lechel, J. Dash, P. Hommes, D. Lentz, H.-U. Reißig* Three-Component Synthesis of Perfluoroalkyl- or Perfluoroaryl-Substituted 4-Hydroxypyridine Derivatives and Their Palladium-Catalyzed Coupling Reactions J. Org. Chem.2010, 75, 726 – 732.
F. Pfrengle, H.-U. Reißig* Amino Sugars and their Mimetics via 1,2-Oxazines Chem. Soc. Rev., 2010, 39, 549 – 557.
E. Moreno-Clavijo, A. T. Carmona, H.-U. Reißig, A. J. Moreno-Vargas, E. Alvarez, I. Robina* Allenyl Sulfones and Allenyl Sulfides in the Synthesis of 3-Pyrrolines. A Novel Nucleophilic [3 + 2] Cycloaddition on Allenyl Sulfones Giving Rearranged Cycloadducts Org. Lett.2009, 11, 4778 – 4781.
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 Synthesis2010, 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 Synlett2010, 47 – 50.
V. Dekaris, H.-U. Reißig* Stereocontrolled Syntheses of Enantiopure Polyhydroxylated Azetidines via 1,2-Oxazines Synlett2010, 42 – 46.
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
V. Prisyazhnyuk, M. Jachan, I. Brüdgam, R. Zimmer, H.-U. Reißig* Addition of Lithiated Methoxyallene to Aziridines – A Novel Access to Enantiopure Piperidine and β-Amino Acid Derivatives Collect. Czech. Chem. Commun, 2009, 74, 1069 – 1080.
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.
T. Lechel, D. Lentz, H.-U. Reißig* Three-Component Synthesis of Highly Functionalized 5-Acetyloxazoles Chem. Eur. J.2009, 15, 5432 – 5435.
C. Eidamshaus, H.-U. Reißig* Hihgly Funtionalized Enantiopure 4-Hydroxypyridine Derivatives by a Versatile Three-Component Synthesis Adv. Synth. Catal.2009, 351, 1162 - 1166.
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.
T. Lechel, S. Möhl, H.-U. Reißig* A Concise Synthesis of Alkoxy-Substituted Pyrimidine Derivatives Based upon a Three-Component Access to Functionalized Enamides Synlett2009, 1059–1062.
B. Bressel, H.-U. Reißig* A New Approach to Neuraminic Acid Analogues via 1,2-Oxazines Org. Lett.2009, 11, 527 – 530.
M. Brasholz, H.-U. Reißig,* R. Zimmer Sugars, Alkaloids and Heteroaromatics: Exploring Heterocyclic Chemistry with Alkoxyallenes Acc. Chem. Res.2009, 42, 45 – 56.
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.
F. Pfrengle, V. Dekaris, L. Schefzig, R. Zimmer, H.-U. Reißig* Indium Trichloride Mediated Cleavage of Acetonides in the Presence of Acid-Labile Functional Groups – Enhancing the Synthetic Utility of 1,3-Dioxolanyl-Substituted 1,2-Oxazines Synlett2008, 2965– 2968.
J. Dash, I. Brüdgam, H. Hartl, H.-U. Reißig* Crystal structure of 1,4-bis[3-methoxy-4(4-methoxyphenyl)-6-(trifluoromethyl)-pyridin-2-yl]benzene, C34H26F6N2O4Z. Kristallogr. NCS2008, 223, 347.
R. Zimmer, M. Taszarek. L. Schefzig, H.-U. Reißig* Reaction of a Polycyclic Diketone with Lithiated Methoxyallene: Synthesis of New Functionalized Cage Compounds Synlett, 2008, 2046 – 2050.
T. Lechel, J. Dash, I. Brüdgam, H.-U. Reißig* Novel Furopyridine Derivatives via Sonogashira Reactions of Functionalized Pyridines Eur. J. Org. Chem. 2008, 3647– 3655.
B. Dugovič, H.-U. Reißig* A New Alkoxyallene-Based [3+2] Approach to the Synthesis of Highly Substituted Cyclopentenones Synlett2008, 769 – 773.
M. Gwiazda, H.-U. Reißig* Highly Substituted Imidazole Derivatives from a New Four-Component Synthesis Employing Methoxyallene Synthesis2008, 990 – 994.
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.
B. Dugovič, L. Fišera, H.-U. Reißig* 1,3-Dipolar Cycloadditions of N-Benzyl-2,3-O-isopropylidene-D-glyceraldehyde Nitrone to Methoxyallene – Control of Site- and Diastereoselectivity of Isoxazolidine Formation by Lewis Acids Eur. J. Org. Chem. 2008, 277 – 284.
S. Yekta, V. Prisyazhnyuk, H.-U. Reißig* Simple Modifications of Enantiopure 1,2-Oxazines Leading to Building Blocks for Carbohydrate and Peptide Mimetics Synlett2007, 2069 – 2072.
M. Brasholz, H.-U. Reißig* Refined Protocols for the Preparation of 3-Alkoxy-2,5-dihydrofurans, Allylic Oxidation to β-Alkoxybutenolides and Short Synthesis of (±)-Annularin H Synlett2007, 1294 - 1298.
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.
F. Pfrengle, A. Al-Harrasi, H.-U. Reißig* Lewis Acid Promoted Rearrangements of 1,3-Dioxolanyl-Substituted 1,2-Oxazines into Novel Products with 1,3,6-Trioxa-7-azacyclopenta[cd]indene Skeletons Synlett2006, 3498 – 3500.
S. Sörgel, C. Azap, H.-U. Reißig* Synthesis of Bisbenzannulated Spiroketals - Model Studies for a Modular Approach to Rubromycins Org. Lett.2006, 8, 4875 - 4878.
S. Kaden, H.-U. Reißig* Efficient Approach to the Azaspirane Core of FR 901483 Org. Lett.2006, 8, 4763 - 4766.
S. Sörgel, C. Azap, H.-U. Reißig* Preparation of Highly Alkoxy-Substituted Naphthaldehyde Derivatives - A Regioselective Approach to Building Blocks for the Synthesis of Rubromycins Eur. J. Org. Chem.2006, 4405 - 4418.
M. A. Chowdhury, H.-U. Reißig* Syntheses of Highly Substituted Furan and Pyrrole Derivatives via Lithiated 3-Aryl-1-methoxyallenes: Application to the Synthesis of Codonopsinine Synlett2006, 2383 - 2386.
M. Gwiazda, H.-U. Reißig* A Four-Component Synthesis of Highly Substituted Imidazole Derivatives Synlett2006, 1683 - 1686.
M. A. Chowdhury, I. Brüdgam, H. Hartl, H.-U. Reißig* Crystal structure of (3R,6S,4'S-2-benzyl-3-(2',2'-dimethyl[1',3']dioxolan- 4'-yl)-4-methoxy-6-phenyl-3,6- dihydro-2H-1,2-oxazine, C23H27NO4 Z. Kristallogr. NCS2006, 221, 213 - 214.
A. Al-Harrasi, I. Brüdgam, H. Hartl, H.-U. Reißig* Crystal structure of 3S,4S,5R,6S,7R-5-amino-6-(tert-butyldimetylsiloxy)- 7(tert-butyldimetyl-siloxymethyl)-3-hydroxymethyl-2,2-dimethyloxepan- 4-ol, C22H49NO5Si2 Z. Kristallogr. NCS2006, 221, 131 - 132.
S. Kaden, H.-U. Reißig*, I. Brüdgam, H. Hartl Additions of Lithiated Alkoxyallenes to Phthalimide: A New Synthesis of Pyrroloisoindolones and an Unusual Olefination Reaction Synthesis2006, 1351 - 1359.
A. Al-Harrasi, I. Brüdgam, H. Hartl, H.-U. Reißig* Crystal Structure of 3S,4'S,6'S-2-benzyl-3-[(tert-butyldimetylsiloxy)- 2',2'-dimethyl-1,3-dioxolan-4'-yl)-6'-methyl]-4[2-[(trimethylsilyl)ethoxy]- 3,6-dihydro-2H-1,2-oxazine, C28H49NO5Si2 Z. Kristallogr. NCS2006, 221, 12 - 14.
Patent: O. Flögel, H.-U. Reißig Substituierte Pyridine Deutsches Patentamt (DE 10336497 vom 03.03.2005).
R. Zimmer*, H.-U. Reißig 1-Methoxyallenyllithium in: Electronic Encyclopedia of Reagents for Organic Synthesis John Wiley & Sons, Chichester, 2005.
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-azabicyclo[3.3.1]nonan-9-ol, C16H22N4O3 Z. Kristallogr. NCS 2005, 220, 599 – 600.
A. Al-Harrasi, H.-U. Reißig* Enantiomerenreine Kohlenhydratmimetika durch Lewis-Säure-induzierte Umlagerung von 1,3-dioxolanylsubstitutierten 1,2-Oxazinen Angew. Chem.2005, 117, 6383 – 6387.
A. Al-Harrasi, H.-U. Reißig* Ring Enlargement of 1,2-Oxazines to Enantiopure 1,2-Oxazepine Derivatives and their Palladium-Catalyzed Couplings Synlett2005, 2376 - 2378.
S. Kaden, M. Brockmann, H.-U. Reißig* Synthesis of Enantiopure 2-Substituted Pyrrolidin-3-ones via Lithiated Alkoxyallenes - An Auxilary Based Synthesis of Both Enantiomers of the Antibiotic Anisomycin. Helv. Chim. Acta2005, 88, 1826 - 1838.
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 Synlett2005, 1152 - 1154.
M. Helms, W. Schade, R. Pulz, T. Watanabe, A. Al-Harrasi, L. Fisera, I. Hlobilová, G. Zahn, H.-U. Reißig* Stereodivergent Syntheses of Highly Substituted Enantiopure 4-Alkoxy-3,6-dihydro-2H-1,2-oxazines by Addition of Lithiated Alkoxyallenes to Carbohydrate-Derived Aldonitrones Eur. J. Org. Chem.2005, 1003 - 1019.
M. Helms, H.-U. Reißig* Ozonolyses of Enantiopure 4-Alkoxy-3,6-dihydro-2H-1,2-oxazines: An Expedient Route to Functionalized-Amino-β-hydroxy Esters Eur. J. Org. Chem.2005, 998-1001.
C. Azap, P. Luger*, H.-U. Reißig, A. Wagner Crystal Structure of 4,7,8-Trimethoxy-3-hydroxyspiro[1-benzofuran-2,2'- chromane] chloroform disolvate, C19H20O6 · 2 CHCl3 Z. Kristallogr. NCS2004, 219, 495 - 496.
C. Azap, P. Luger*, H.-U. Reißig, A. Wagner Crystal Structure of 4,7-Dimethoxy-3-hydroxyspiro[1-benzofuran-2,2'-chromane] chloroform solvate (1 : 1/3), C18H18O5 · 1/3 CHCl3 Z. Kristallogr. NCS2004, 219, 492 - 494.
R. Zimmer, H.-U. Reißig Donor-Substituted Allenes in "Modern Allene Chemistry" (N. Krause, A. S. K. Hashmi, Eds.), S. 425 – 492, WILEY-VCH, Weinheim 2004.
O. Flögel, J. Dash, I. Brüdgam, H. Hartl, H.-U. Reißig* A New Color of the Synthetic Chameleon Methoxyallene: Synthesis of Trifluoromethyl-Substituted Pyridinol Derivatives - An Unusual Reaction Mechanism, a Remarkable Crystal Packing, and First Palladium-Catalyzed Coupling Reactions Chem. Eur. J.2004, 10, 4283 - 4290.
O. Flögel, H.-U. Reißig* Direct Synthesis of Functionalized Pyrrole Derivatives from Aldehydes, Bis(trimethylsilyl)amide and Methoxyallene Synlett2004, 895 - 897.
O. Flögel, H.-U. Reißig* Preparation of α,β-Unsaturated γ-Keto Aldehydes and New Tetronic Acid and Pyridazine Derivatives by Oxidative Transformations of Alkoxyallene-Based Dihydrofurans Eur. J. Org. Chem.2004, 2797 - 2804.
O. Flögel, M. G. Okala Amombo, H.-U. Reißig*, G. Zahn, I. Brüdgam, H. Hartl A Stereoselective and Short Total Synthesis of the Polyhydroxylated γ-Amino Acid (–)-Detoxinine Based on Stereoselective Preparation of Dihydropyrrole Derivatives from Lithiated Alkoxyallenes Chem. Eur. J.2003, 9, 1405 - 1415.
R. Pulz, S. Cicchi, A. Brandi, H.-U. Reißig* Synthesis of New Enantiopure Bicyclic 1,2-Oxazines by Addition of Lithiated Methoxyallene to Chiral Cyclic Nitrones Eur. J. Org. Chem.2003, 1153 - 1156.
R. Pulz, W. Schade, H.-U. Reißig* Synthesis of Enantiopure Amino Polyols and Pyrrolidine Derivatives from 5-Bromo-1,2-oxazin-4-ones Synlett2003, 405 - 407.
R. Pulz, A. Al-Harrasi, H.-U. Reißig* New Polyhydroxylated Pyrrolidines Derived from Enantiopure 3,6- Dihydro-2H-1,2-oxazines Org. Lett.2002, 4, 2353 - 2355.
R. Pulz, A. Al-Harrasi, H.-U. Reißig* Acid Promoted Syntheses of New Enatiopure Amino Sugar Derivatives from 3,6-Dihydro-2H-1,2-oxazines Synlett2002, 817 - 819.
H.-U. Reißig*, W. Schade, M. G. Okala Amombo, R. Pulz, A. Hausherr Stereoselective Syntheses of Heterocycles via Metallated Alkoxyallenes Pure Appl. Chem.2002, 74, 175 - 180.
A. Hausherr, B. Orschel, S. Scherer, H.-U. Reißig* Synthesis of Enantiopure 1-Alkoxyallenes and their 3-Alkylated Derivatives Synthesis2001, 1377 - 1385.
R. Pulz, T. Watanabe, W. Schade, H.-U. Reißig* A Stereodivergent Synthesis of Enantiopure 3-Methoxypyrrolidines and 3-Methoxy-2,5-dihydropyrroles from 3,6-Dihydro-2H-1,2-oxazines Synlett2000, 983 - 986.
H.-U. Reißig*, S. Hormuth, W. Schade, M. Okala Amombo, T. Watanabe, R. Pulz, A. Hausherr, R. Zimmer Stereoselective Syntheses of Heterocycles with Lithiated Methoxyallene Lectures in Heterocyclic Chemistry Vol XVI in J. Heterocycl. Chem.2000, 37, 597 - 606.
R. Pulz, W. Schade, H.-U. Reißig, O. Rademacher* Crystal Structure of (3R, 5R, 4'S)-2-Benzyl-5-bromo-3-(2',2'-dimethyl- 1',3'-dioxolan-4'-yl)3,4,5,6-tetrahydro-2H-1,2-oxazin-4-one, C16H20BrNO4 Z. Kristallogr. NCS2000, 215, 73 - 74.
M. Okala Amombo, A. Hausherr, H.-U. Reißig* An Expedient Synthesis of Pyrrole Derivatives by Reaction of Lithiated Methoxyallenes with Imines Synlett1999, 1871 - 1874.
W. Schade, H.-U. Reißig* Stereocontrolled Synthesis of the Taxol C-13 Side Chain: Methyl- (2R,3S)- 3-Benzoylamino-2-hydroxy-3-phenylpropanoate J. Prakt. Chem.1999, 341, 685 - 686.
W. Schade, H.-U. Reißig* A New Diastereoselective Synthesis of Enantiomerically Pure 1,2-Oxazine Derivatives by Addition of Lithiated Methoxyallene to Chiral Nitrones Synlett1999, 632 - 634.
W. Schade, H.-U. Reißig, G. Zahn* Crystal Structure of (5S,9S,13S,14S,1'S)-14-[1-(N,N-Dibenzylamino)ethyl]- 1,8,12,15-tetraoxatrispiro[4.3.3.4]heptadecan-4-one, C29H35NO5 Z. Kristallogr.1997, 212, 73 - 74.
S. Hormuth, W. Schade, H.-U. Reißig* First Synthesis of Enantiomerically Pure Primary Helical Spirocycles Based on the Repetitive Addition of Lithiated Methoxyallene to Chiral 3(2H)-Dihydrofuranone Derivatives Liebigs Ann.1996, 2001 - 2006.
S. Hormuth, H.-U. Reißig*, D. Dorsch Stereoselective Synthesis of (2R,3S)-Norstatine Derivatives by Addition of Lithiated Methoxyallene to Amino Aldehydes and Subsequent Ozonolysis Liebigs Ann. Chem.1994, 121 - 127.
S. Hormuth, H.-U. Reißig* Stereoselective Synthesis of 3(2H)-Dihydrofuranones by Addition of Lithiated Methoxyallene to Chiral Aldehydes J. Org. Chem.1994, 59, 67 - 73.
S. Hormuth, H.-U. Reißig, S. Foro, H. J. Lindner* Crystal Structure of (2S,1'S)-2-[1-(N,N-Dibenzylamino)ethyl]-3(2H)-4,5- dihydrofuranone, OCH2CH2COCHCH(CH3)NCH2(C6H5)CH2(C6H5) Z. Kristallogr.1993, 208, 157 - 160.
S. Hormuth, H.-U. Reißig, S. Foro, H. J. Lindner* Crystal Structure of (5R,1'S)-5-[1-(N,N-Dibenzylamino)ethyl]-2(3H)-4,5- dihydrofuranone, CH(CH2)2COOCHCH3NCH2(C6H5)CH2(C6H5) Z. Kristallogr.1993, 208, 154 - 156.
S. Hormuth, H.-U. Reißig*, D. Dorsch* Titaniertes Methoxyallen als neuartiges Homoaldoläquivalent in diastereoselektiven Additionen an chirale Aminoaldehyde Angew. Chem.1993, 105, 1513 - 1514.
S. Hormuth, H.-U. Reißig*, D. Dorsch* Titanated Methoxyallene as Novel Homoaldol Equivalent for Diastereoselective Additions to Chiral Amino Aldehydes Angew.Chem. Int. Ed. Engl.1993, 32, 1449 – 1450.
S. Hormuth, H.-U. Reißig* Diastereoselective Additions of Lithiated Methoxyallene towards Chiral Aldehydes Synlett1991, 179 - 180.