The historical achievements in organic natural product
synthesis can be recognized most clearly in the research accomplishments of
Albert Eschenmoser. For example, his work on the chemical synthesis of vitamin
B12 defined the frontier in organic natural product synthesis and profoundly
influenced the science of organic chemistry. In addition to revealing the
beautiful reaction pathways leading to compounds of great biochemical
significance, Albert Eschenmoser has contributed innovative methods of
outstanding utility for organic synthesis. Few individuals have so fundamentally
influenced the science of organic chemistry as Albert Eschenmoser has.
Over the years, a sizable fraction of Albert Eschenmoser's work has been
published in Helvetica Chimica Acta, hence the decision of the Editor to produce
a special issue of the journal on the occasion of Albert Eschenmoser's 75th
birthday, celebrated on August 5, 2000. The highly impressive set of 67 original
research papers submitted in response to the Editor's invitation could not, for
obvious technical reasons, be accommodated in a single issue and were thus
divided over the August and September issues. The international reaction to this
tribute has been so overwhelmingly enthusiastic that the two issues have been
combined in this single volume for separate publication.
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Albert Eschenmoser (E. Sorensen).
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A Comparison of RNA with DNA in Template-Directed
Synthesis (M. Zielinski, et al.).
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Development of Cytodifferentiating Agents for Cancer
Chemotherapy (R. Breslow, et al.).
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The Syntheses of Pyrimido-pyridazinone and
Pyrrolidino-pyrimidinone 2'-Decoxynucleoside Derivatives (D. Loakes, et al.).
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In Vitro Evolution of a Ribozyme that Contains
5-Bromouridine (X. Dai & G. Joyce).
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Molecular Switching: A Fully Reversible, Optically Active
Photochemical Switch Based on a Tetraethynylethene-1.1'-Binaphthalene Hybrid
System (L. Gobbi, et al.).
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Controlled Uptake and Release of Metal Cations by
Vanadium Oxide Nanotubes (J. Reinoso, et al.).
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Applications of Aziridinium Ions: Selective Syntheses of
Pyrazolidin-3-ones and Pyrazolo[1,2-a]pyrazoles (T.-H. Chuang & K. Sharpless).
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A Remarkable Photoreaction of 3-O-Benzylhypericin (T.
Dax, et al.).
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Towards a New Synthetic Entry into the Iboga-Alkaloid
Family (C. Frauenfelder & H. Borschberg).
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Artificial Photoaging of Triterpenes Studied by
Graphite-Assisted Laser Desorption/Ionization Mass Spectrometry (P. Dietemann,
et al.).
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Structural Studies of Self-Folding Cavitands (A.
Shivanyuk, et al.).
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Synthesis of Fluorobenzene and Benzimidazole Nucleic-Acid
Analogues and Their Influence on Stability of RNA Duplexes (J. Parsch & J.
Engels).
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Photochemical Ring Enlargement of Macrocyclic N-Phenyl
Imides into Cyclophanes (J. Heerklotz, et al.).
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Non-Amide-Based Combinatorial Libraries Derived from
N-Boc-Iminodiacetic Acid: Solution-Phase Synthesis of Piperazinone Libraries
with Activity Against LEF-1/β-Catenin-Mediated Transcription (D. Boger, et
al.).
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Kinetic Analysis of the Divergence of Reaction Pathways
in the Chiral Lewis Base Promoted Aldol Additions of Trichlorosilyl Enol
Ethers: A Rapid-Injection NMR Study (S. Denmark & S. Pham).
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Synthesis of Cytostatic Tetradecacyclic Pyrazines and a
Novel Reduction-Oxidation Sequence for Spiroketal Opening in Sapogenins (S.
Bäsler, <>).
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Synthesis of Conformationally Restricted Cyclic
Hexadepsi-peptides via Direct Amide Cyclization (K. Koch & H. Heimgartner).
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A Catalytic and Streoselective Glycosylation with
β-Glycosyl Fluorides (T. Mukaiyama, et al.).
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Electroweak Quantum Chemistry for Possible Precursor
Molecules in the Evolution of Biomolecular Homochirality (R. Berger, et al.).
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Butyllithium Addition to a-Chiral Compounds: Solvent
Mixture Effects on Diastereofacial Selectivity (G. Cainelli, et al.).
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Aromatic vs. Carbohydrate Residues in the Major Groove:
Synthesis of 5-[(Benzyloxy)methyl]pyrimidine Nucleosides and Their
Incorporation into Oligonucleotides (R. Berolini & J. Hunziker).
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Total Synthesis and Biological Evaluation of Glycolipids
Plakosides A, B and Their Analogs (K. Nicolaou & J. Zenke).
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Enantioselective Synthesis of ent-Stellettamide A:
Asymmetric Dipolar Cycloadditions with Me3SiCHN2 (G. Whitlock & E. Carreira).
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Synthesis of 2'-Deoxyribonucleoside 5'-Phosphoramidites:
New Building Blocks for the Inverse (5'-3')-Oligonucleotide Approach (T.
Wagner & W. Pfleiderer).
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Stereochemistry of Formation of the β-Ring of Lycopene:
Biosynthesis of (1R,1'R)-β,β-[16,16,16,16',16',16'-2H6]Carotene from
[16,16,16,16',16',16'-2H6]Lycopene in Flavobacterium R 1560 (S. Mohanty, et
al.).
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Intra- and Intramolecular H-Bonds of Alcohols in DMSO.
1H-NMR Analysis of Inter-Residue H-Bonds in Selected Oligosaccharides:
Cellobiose, Lactose, N,N'-Diacetylchitobiose, Maltose, Sucrose, Agarose, and
Hyaluronates (B. Bernet & A. Vasella).
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Oligosaccharide Analogues of Polysaccharides. Part 20.
NMR Analysis of Templated Cellodextrins Possessing Two Parallel Chains: A
Mimic for Cellulose I? (B. Bernet, et al.).
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Synthesis of β-Hexa- and β-Heptapeptides Containing Novel
β23-Amino Acids with Two Serine or Two Cysteine Side Chains - CD - and
NMR-Spectroscopic Evidence for 314-Helical Secondary Structures in Water (D.
Seebach, et al.).
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NMR Solution Structure of Phospholamban (S. Lamberth, et
al.).
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Molecular-Dynamics Studies of Single-Stranded Hexitol,
Altritol, Mannitol, and Ribose Nucleic Acids (HNA, MNA, ANA, and RNA, Resp.)
and of the Stability of HNA RNA, ANA RNA, and MNA RNA Duplexes (M. Froeyen, et
al.).
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Catalysis of 3-Carboxy-1,2-benzisoxazole Decarboxylation
by Hydrophobic Antibody Binding Pockets (K. Hotta, et al.).
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Fishing for Catalysts: Mechanism-Based Probes for Active
Species in Solution (C. Adlhart & P. Chen).
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Molecular Recognition of DNA by Hoechst Benzimidazoles:
Exploring Beyond the Pyrrole-Imidazole-Hydroxypyrrole Polyamide-Pairing Code
(T. Minehan, et al.).
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Conformation-Family Monte Carlo (CFMC): An Efficient
Computational Method for Identifying the Low-Energy States of a Macromolecule
(J. Pillardy, et al.).
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Synthese von Sulfolenobilinen und deren Cyclisierung zu
Chlorinatozink-Fulleren-Dyaden (O. Kutzki, et al.).
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Mimicking the Reaction of Phenylalanine Ammonia Lyase by
a Synthetic Model (M. Rettig, et al.).
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Application of the Novel Tandem Process Diels-Alder
Reaction/Ireland-Claisen Rearrangement to the Synthesis of rac-Juvabione and
rac-Epijuvabione (N. Soldermann, et al.).
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A New Orthogonal Suppressor tRNA/Aminoacyl-tRNA
Synthetase Pair for Evolving and Organism with an Expanded Genetic Code (M.
Pastrnak, et al.).
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Pd-Catalyzed Allylic Substitution with Enantiomerically
Pure Catalyst and Chiral Non-Racemic Substrates: A New Approach to
Catalysts-Based Regiocontrol (O. Loiseleur, et al.).
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Coa-(1H-Imidazolyl)-Coβ-methylcob(III)amide: Model for
Protein-Bound Corrinoid Cofactors (M. Fasching, et al.).
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Molecular Shape and Crystal Packing: a Study of C12H12
Isomers, Real and Imaginary (J. Dunitz, et al.).
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On RNA Triplet Interactions: NMR Study of the Short
Intramolecular Duplex Formed by r[GCAm1G-p-O(CH2CH2O)6-p-UGCC] (M.-O. Ebert,
et al.).
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On the Conformations of Halichlorine and the Pinnaic
Acids: Nitrogen Inversion as a Possible Determinant of Biological Profile (D.
Trauner, et al.).
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Using Crystal Optics to Demonstrate Single-Layer
Localization of a Solid-State Chain Reaction (K. Pate & J. McBride).
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The Astounding Chemistry of a
2-Amino-1,2-dihydroiso-quinoline Derivative (T. Durst, et al.).
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Studies for a Variable Synthesis of Colchicinoids:
Construction of Ring A on a Heptalene Moiety (M. Meyer, et al.).
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Concentration of Simple Aldehydes by Sulfite-Containing
Double-Layer Hydroxide Minerals: Implications for Biopoesis (S. Pitsch, et
al.).
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Reactions of Peroxynitrite with Phenolic and Carbonyl
Compounds: Flavonoids are not Scavengers of Peroxynitrite (S. Tibi & W.
Koppenol).
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Catalytic Enantioselective Chlorination and Bromination
of β-Keto Esters (L. Hintermann & A. Togni).
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Asymmetric Synthesis of Planar Chiral
(Arene)tricarbonyl-chromium Complexes via Enantioselective Deprotonation by
Conformationally Constrained Chiral Lithium-Amide Bases (S. Pache, et al.).
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Synthesis and Properties of Flavin Ribofuranosides and
Flavin Ribopyranosides (A. Schwögler, et al.).
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Synthesis and Fluorescence Properties of Novel
Transmembrane Probes and Determination of Their Orientation within Vesicles
(E. Quesada, et al.).
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Novel Fluoride-Labile Nucleobase-Protecting Groups for
the Synthesis of 3'(2')-O-Aminoacylated RNA Sequences (A. Stutz, et al.).
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On the Early Steps of Cineol Biosynthesis in Eucalyptus
globulus (C. Reider, et al.).
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Synthesis and Pairing Properties of Oligodeoxynucleotides
Containing N7-(Purin-2-amine Deoxynucleosides) (S. Parel & C. Leumann).
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2'-Deoxyuridine and 2'-Deoxysiocytidine as Constituents
of DNA with Parallel Chain Orientation: The Stabilization of the iCd Gd Base
Pair by the 5-Methyl Group (F. Seela & Y. He).
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Substitution of Adenine by Purine-2,6-diamine Improves
the Nonenzymatic Oligomerization of Ribonucleotides on Templates Containing
Thymidine (C. Hartel & M. Göbel).
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Stereochemistry of the Methyl Group in
(R)-3-Methylitaconate Derived by Rearrangement of 2-Methylideneglutarate
Catalysed by a Coenzyme B12-Dependent Mutase (D. Ciceri, et al.).
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Toward Creation of a Universal NMR Database for
Stereochemical Assignment: The Case of 1,3,5-Trisubstituted Acyclic Systems
(Y. Kobayashi, et al.).
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Solid-Phase Synthesis Using (Allyloxy)carbonyl(Alloc)
Chemistry of a Putative Heptapeptide Intermediate in Vancomycin Biosynthesis
Containing m-Chloro-3-hydroxytyrosine (E. Freund, et al.).
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Specific Purine-Purine Base Pairing in Linear
Alanyl-Peptide Nucleic Acids (M. Hoffmann, et al.).
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Synthesis of Macrocyclic Insect-Derived Alkaloids (J.
Farmer, et al.).
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The Chemistry of Vicinal Tricarbonyls: Total Syntheses of
Elastase Inhibitors YM-47141 and YM-47142 (H. Wasserman, et al.).
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Synthesis of a Photoaffinity-Labeled (11Z)-Retinal:
Identification of Retinal/Rhodopsin Cross-Linked Sites along the
Visual-Transduction Path (M. Souto, et al.).
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Novel Regio- and Stereoselective Cascade 6-endo-trig
Cyclisations from Polyene Acyl Radical Intermediates Leading to Steroid-Like
Pentacycles and Heptacycles (S. Handa, et al.).
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Synthesis and Properties of
2,3-Dihydro-1H-corannuleno[2,3-cd]pyridine
(=2,3-Dihydro-1H-dibenzo[1,10:6,7]-fluorantheno[3,4-cd]pyridine) Derivatives:
Heterocyclic peri-Anellated Corannulenes (R. Steffens, et al.).