Springe direkt zu Inhalt

Synthesis of Natural Products and Analogues

Synthesis of Natural Products and Analogues


•  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. Wilsdorf*, S. Sörgel, H.-U. Reißig*
Lessons Learned During Spiroketalization Experiments – Progress and Setbacks in the Preparation of Oxygenated Rubromycins and Synthesis of 3´-Desoxyheliquino-mycinone
Eur. J. Org. Chem. 2016, 5757 – 5769.

•  M. Wilsdorf*, H.-U. Reißig*
Towards γ-Rubromycin: Model Studies, Development of a New C3 Building Block and Synthesis of 4´-Silyl-γ-rubromycin
Eur. J. Org. Chem. 2016, 5747 – 5756.

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.

•  H. R. A. Golf, A. M. Oltmanns, D. H. Trieu, H.-U. Reissig,* A. Wiehe*
Synthesis of Functionalized BODIPYs, BODIPY-Corrole, and BODIPY-Porphyrin Arrays with 1,2,3-Triazole Linkers Using the 4-Azido(tetrafluorophenyl)-BODIPY Building Block
Eur. J. Org. Chem. 2015, 4224 – 4237.

•  C. Beemelmanns, H.-U. Reissig*
Strychnine as Target, Samarium Diiodide as Tool: A Personal Story
Chem. Rec. 2015, 15, 872 – 885.

H. R. A. Golf, H.-U. Reissig*, A. Wiehe*
Synthesis of SF5-Substituted Tetrapyrroles, Metalloporphyrins, BODIPYs, and Their Dipyrrane Precursors
J. Org. Chem. 2015, 80, 5133 – 5143.

C. Beemelmanns, H.-U. Reissig*
Evolution of a Short Route to Strychnine by Using the Samarium-Diiodide-Induced Cascade Cyclization as a Key Step
Chem. Eur. J. 2015, 21, 8416 – 8425.

H. R. A. Golf, H.-U. Reißig*, A. Wiehe*
Nucleophilic Substitution on (Pentafluorophenyl)dipyrromethane: A New Route to Building Blocks for Functionalized BODIPYs and Tetrapyrroles
Org. Lett. 2015, 17, 982 – 985.

H. R. A. Golf, H.-U. Reißig, A. Wiehe*
Regioselective Nucleophilic Aromatic Substitution Reaction of meso-Pentafluorophenyl-Substituted Porphyrinoids with Alcohols
Eur. J. Org. Chem. 2015, 1548 – 1568.

C. N. Rao, D. Lentz, H.-U. Reißig*
Synthese polycyclischer tertiärer Carbinamine durch Samariumdiiodid-vermittelte Cyclisierungen von Indolylsulfinylimien
Angew. Chem. 2015, 127, 2788 – 2792.

C. N. Rao, D. Lentz, H.-U. Reißig*
Synthesis of Polycyclic Tertiary Carbinamines by Samarium Diiodide Mediated Cyclizations of Indolyl Sulfinyl Imines
Angew. Chem. Int. Ed. 2015, 54, 2750 – 2753.

M. Wilsdorf, H.-U. Reißig*
Eine konvergente Totalsynthese des Telomerase-Inhibitors (±)-γ-Rubromycin
Angew. Chem. 2014, 126, 4420 – 4424.

M. Wilsdorf, H.-U. Reißig*
A Convergent Total Synthesis of the Telomerase Inhibitor (±)-γ-Rubromycin
Angew. Chem. Int. Ed. 2014, 53, 4332 – 4336.

 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.

 C. Beemelmanns, S. Gross, H.-U. Reißig*
Towards the Core Structure of Strychnos Alkaloids Using Samarium Diiodide-Induced Reactions of Indole Derivatives
Chem. Eur. J. 2013,19, 17801 – 17808.

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.

T. H. Ngo, H. Berndt, M. Wilsdorf, D. Lentz, H.-U. Reißig*

Linear and Cyclic Hybrids of Alternating Thiophene–Amino Acid Units: Synthesis and Effects of Chirality on Conformation and Molecular Packing
Chem. Eur. J. 2013,19, 15155 – 15165.


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.


M. H. Beyzavi, C. Nietzold, H.-U. Reißig*, A. Wiehe*
Synthesis of Functionalized trans-A2B2-Porphyrins Using Donor-Acceptor Cyclopropane-Derived Dipyrromethanes
Adv. Synth. Catal. 2013, 355, 1409 – 1422.

M. Wilsdorf, D. Leichnitz, H.-U. Reißig*
Trifluoromethanesulfonic Acid Catalyzed Friedel-Crafts Alkylations of 1,2,4-Trimethoxybenzene with Aldehydes or Benzylic Alcohols
Org. Lett. 2013, 15, 2494 – 2497.

M. H. Beyzavi, D. Lentz, H.-U. Reißig*, A. Wiehe*
Synthesis of New Functionalized Calix[n]phyrin Macrocycles with Varied Ring Sizes by Using a Sterically Congested Dipyrromethane
Chem. Eur. J. 2013, 19, 6203 – 6208.

T. H. Ngo, H. Berndt, D. Lentz, H.-U. Reißig*
Linear and Cyclic Amides with a Thiophene Backbone: Ultrasound-Promoted Synthesis and Crystal Structures
J. Org. Chem. 2012, 77, 9676 – 9683.

M. Wilsdorf, H.-U. Reißig*
Einfach und dennoch herausfordernd: Neues zur asymmetrischen Synthese von Spiroketalen
Angew. Chem. 2012, 124, 9624  –  9626.

M. Wilsdorf, H.-U. Reißig*
Simple, but Challenging: Recent Developments in the Asymmetric Synthesis of Spiroketals
Angew. Chem. Int. Ed. 2012, 51, 9486  –  9488.

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.

•  C. Beemelmanns, D. Lentz, H.-U. Reißig*
Samarium Diiodide Induced Cyclizations of γ-, δ- and ε-Indolyl Ketones: Reductive Coupling, Intermolecular Trapping, and Subsequent Transformations of Indolines
Chem. Eur. J. 2011, 17, 9720 9730.

•  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.

C. Beemelmanns, H.-U. Reißig*
Samarium diiodide induced ketyl-(het)arene cyclisations towards novel N-heterocycles
Chem. Soc. Rev., 2011, 40, 2199 – 2210.

H. Özbek, D. Lentz, H.-U. Reißig*
New Macrocyclic Peptidomimetics Containing 5-Aminothiophene Subunits
Eur. J. Org. Chem. 2010, 6319 – 6322.

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
Synthesis 2010, 3855  –  3864.

•  C. Beemelmanns, H.-U. Reißig*
Eine kurze formale Strychnin-Totalsynthese mit einer Samariumdiiodid-induzierten Kaskadenreaktion als Schlüsselschritt
Angew. Chem. 2010, 122, 8195  –  8199.

C. Beemelmanns, H.-U. Reißig*
A Short Formal Total Synthesis of Strychnine with a Samarium Diiodide Induced Cascade Reaction as the Key Step
Angew. Chem. Int. Ed. 2010, 49, 8021  –  8025.

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.

•  A. Schwanke, C. Murruzzu, B. Zdrazil. R. Zuhse, M. Natek, M. Höltje, H. C. Korting, H.-U. Reißig, H.-D. Höltje, M. Schäfer-Korting*
Antitumor Effects of Guanosine-Analog Phosphonates Identified by Molecular Modelling
Int. J. Pharm. 2010, 397, 9 – 18.

U. K. Wefelscheid, H.-U. Reißig*
Synthesis of New Steroid Analogues by Samarium Diiodide Induced Cyclisations of γ-Naphthyl 1,3-Diones
Tetrahedron: Asymmetry 2010, 21, 1601 – 1610.

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.

M. Höltje, A. Richartz, B. Zdrazil, A. Schwanke, B. Dugovič, C. Murruzzu, H.-U. Reißig, H. C. Korting, B. Kleuser, H.-D. Höltje, M. Schäfer-Korting*
Human Polymerase α-Inhibitors for Skin Tumors. Part 2. Modeling, Synthesis and Influence on Normal and Transformed Keratinocytes of New Thymidine and Purine Derivatives
J. Enzym. Inhib. Med. Chem., 2010, 25 (2), 250-265.

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.

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.

J. Dash, H.-U. Reißig*
A New and Flexible Synthesis of 4-Hydroxypyridines: Rapid Access to Caerulomycins A, E and Functionalized Terpyridines
Chem. Eur. J. 2009, 15, 6811  –  6814.

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.

V. Blot, U. Jacquemard, H.-U. Reißig,* B. Kleuser
Practical Syntheses of Sphingosine-1-Phosphate and Analogues
Synthesis 2009, 759 – 766.

•  J. Dernedde, S. Enders, H.-U. Reißig, M. Roskamp, S. Schlecht,* S. Yekta
Inhibition of selectin binding by colloidal gold with functionalized shells
Chem. Commun. 2009, 932 – 934.

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.

C. Venkatesh, H.-U. Reißig*
Model Studies for the Synthesis of Heliquinomycin: Preparation of New Spiroketals
Synthesis 2008, 3605 – 3614.

F. Aulenta, U. K. Wefelsched, I. Brüdgam, H.-U. Reißig*
Nitrogen-Containing Tricyclic and Tetracyclic Compounds via Stereoselective Samarium Diiodide Promoted Cyclizations of Quinolyl-Substituted Ketones – A New Access to Azasteroids
Eur. J. Org. Chem. 2008, 2325 - 2335.

U. K. Wefelscheid, H.-U. Reißig*
Pentacyclic Compounds by Samarium Diiodide-Induced Cascade Cyclizations of Naphthyl-Substituted 1,3-Diones
Adv. Synth. Catal, 2008, 250, 65 – 69.

M. Brasholz, S. Sörgel, C. Azap, H.-U. Reißig*
Rubromycins: Structurally Intriguing, Biologically Valuable, Synthetically Challenging Antitumour Antibiotics
Eur. J. Org. Chem. 2007, 3801 – 3814.

F. Aulenta, M. Berndt, I. Brüdgam, H. Hartl, S. Sörgel, H.-U. Reißig*
A New, Efficient and Stereoselective Synthesis of Tricyclic and Tetracyclic Compounds by Samarium Diiodide Induced Cyclisations of Naphthyl-Substituted Arylketones – An Easy Access to Steroid-Like Skeletons
Chem. Eur. J. 2007, 13, 6047 – 6062.

S. Sörgel, I. Brüdgam, H. Hartl,  H.-U. Reißig*
Crystal structure of 2-bromo-1,4,5,7,8-pentamethoxynaphthalene, C10H2Br(OCH3)5
Z. Kristallogr. NCS 2006, 221, 278 – 280.

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.
Synlett 2006, 2383 – 2386.

M. Brasholz*, X. Luan, H.-U. Reißig
Towards the Rubromycins: An Efficient Synthesis of a Suitable Isocoumarin Precursor, its Lactam Analogue, and Palladium-Catalyzed Couplings
Synthesis 2005, 3571  –  3580.

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. Acta 2005, 88, 1826 – 1838.

M. Brasholz, H.-U. Reißig*
An Expedient and Short Synthesis of a 6-Iodo Isocoumarin Building Block for the Rubromycin Family and its First Palladium-Catalyzed Couplings
Synlett 2004, 2736 – 2738.

M. Berndt, I. Hlobilová, H.-U. Reißig*
Stereoselective Formation of Tri- and Tetracycles by Samarium Diiodide-Induced Cyclizations of Naphthyl-Substituted Ketones
Org. Lett. 2004, 6, 957 – 960.
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.

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.

J. Schnaubelt, B. Frey, H.-U. Reißig*
Formal Total Synthesis of (+)-Dihydromevinolin via a Chelate-Controlled Intramolecular Diels-Alder  Reaction as the Key Step
Helv. Chim. Acta 1999, 82, 666 – 676.

H. Angert, R. Czerwonka, H.-U. Reißig*
Additions of Silyl Enol Ethers to β-Formyl Esters – A Chelate-Controlled Synthesis of the Pheromone (+)-Eldanolide.
Liebigs Ann. 1996, 259 – 263.

K. Paulini, H.-U. Reißig*
Preparation of Novel Lipophilic GABA-Analogues Containing Cyclopropane Rings via Cyclopropanation of N-Silylated Unsaturated Amines
J. prakt. Chem. 1995, 337, 55 – 59.

K. Paulini, H.-U. Reißig*
Synthesis of Dipeptides Containing Novel Cyclopropyl- and Cyclopropenyl-Substituted β- und γ-Amino Acids
Liebigs Ann. Chem. 1994, 549 – 554.

A. G. Beck-Sickinger*, E. Hoffmann, K. Paulini, H.-U. Reißig, K.-D. Willim, H. A. Wieland, G. Jung
High-Affinity Analogues of Neuropeptide Y Containing Conformationally Restricted Non-Proteinogenic Amino Acids
Biochem. Soc. Trans. 1994, 22, 145 – 149.

J. Schnaubelt, R. Zschiesche, H.-U. Reißig*, H. J. Lindner, J. Richter
Synthese von Östronderivaten aus Siloxycyclopropancarbonsäureestern
Liebigs Ann. Chem. 1993, 61 – 70.

K. Paulini, H.-U. Reißig*
Efficient Synthesis of a Novel GABA Analogue Incorporating a Cyclopropene Ring
Synlett 1992, 505 – 506.

R. Zschiesche, T. Hafner, H.-U. Reißig*
Conversion of Polyfunctional Nitroalkanes into Carbonyl Compounds – Synthesis of the Pheromone Chalcogran and of Key Building Blocks for the Macrolides Pyrenophorin and Vermiculine
Liebigs Ann. Chem. 1988, 1169 – 1173.

R. Zschiesche, H.-U. Reißig*
Eine Synthexe von rac-Norbisabolid
Liebigs Ann. Chem. 1987, 387 - 388.

I. Reichelt, H.-U. Reißig*
Neue Chrysanthemumsäurederivative druch Deprotonierung-Alkylierung
Liebigs Ann. Chem. 1985, 650 - 652.