Graphical Abstract: Eur. J. Org. Chem. 6/2005

Embed Size (px)

Text of Graphical Abstract: Eur. J. Org. Chem. 6/2005

  • Papers available ahead of print in Early View at www.interscience.wiley.com

    Issue 6/2005

    Pages 9531204

    COVER PICTURE

    The cover picture shows the enantiomers of the exo (front)and endo (back) isoxazolidines obtained from the box-cata-lysed 1,3-dipolar cycloaddition between 3-acryloyl-1,3-oxaz-olidin-2-one and diphenylnitrone. The last and unknown exoisomer was selectively obtained (de 80 %; ee 99 %) forthe first time by using the appropriate disubstituted box andNiII as asymmetric catalyst, and its absolute configuration isreported in the article by G. Desimoni et al. on p. 1020ff.The view over the cross yards of the Old University of Paviais the backdrop for the schematic representation of the fourpossible stereoisomers selectively obtained by using box-based asymmetric catalysts.

    MICROREVIEWS Contents

    G. Licini, L. J. Prins, P. Scrimin*969

    Oligopeptide Foldamers: From Structure toFunction

    Keywords: Catalysis / Molecular recognition /Peptides / Supramolecules

    Eur. J. Org. Chem. 2005, 957962 www.eurjoc.org 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 957

  • Michael Renz*979

    Ketonization of Carboxylic Acids by Decar-boxylation: Mechanism and Scope

    Keywords: Carboxylic acids / Catalysis / Decarboxy-lation / Ketones

    SHORT COMMUNICATIONSM. Amatore, C. Gosmini,* J. Perichon989

    Cobalt-Catalyzed Vinylation of FunctionalizedAryl Halides with Vinyl Acetates

    Keywords: Catalysis / Cobalt / Cross-coupling /Styrene / Vinylation

    J. J. Eisch,* A. A. Adeosun993

    Novel Alkylidenating Agents via the Lithiationof Monoalkyl Group 4 Metal Derivatives:Methylidene-Metal Complexes and Their ActiveLithiated Precursors

    Keywords: Group 4 metals / Methyl derivatives /Methylidene complexes / Lithiation /ROMP catalyst

    M. Helms, H.-U. Reiig*998

    Ozonolyses of Enantiopure 4-Alkoxy-3,6-dihydro-2H-1,2-oxazines: An Expedient Routeto Functionalized -Amino--hydroxy Esters

    Keywords: Amino acids / Carbohydrates / 1,2-Oxazines / Ozonolysis

    958 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.eurjoc.org Eur. J. Org. Chem. 2005, 957962

  • FULL PAPERSM. Helms, W. Schade, R. Pulz,1003T. Watanabe, A. Al-Harrasi, L. Fisera,I. Hlobilova, G. Zahn, H.-U. Reiig*

    Stereodivergent Syntheses of Highly SubstitutedEnantiopure 4-Alkoxy-3,6-dihydro-2H-1,2-ox-azines by Addition of Lithiated Alkoxyallenes toCarbohydrate-Derived Aldonitrones

    Keywords: Allenes / Lithium / Nitrones / Carbo-hydrates / 1,2-Oxazines

    G. Desimoni,* G. Faita,* M. Mella,1020M. Boiocchi

    In Search of exo-Selective Catalysts for Enantio-selective 1,3-Dipolar Cycloaddition betweenAcryloyloxazolidinone and Diphenylnitrone

    Keywords: Asymmetric catalysis / Cycloaddition /Enantioselectivity / N,O ligands

    J. Mulzer,* U. Steffen, H. J. Martin,1028L. Zorn

    Facially Controlled C-Methylation of Oxolanyland Cyclopentyl Acetate Enolates: Applicationto the Total Synthesis of ()-NephromopsinicAcid

    Keywords: Alkylation / Configuration determination /Enolates / Natural product synthesis /Paraconic acids / Stereoelectronic effects

    W. Yoo, G. C. Tsui, W. Tam*1044

    Palladium-Catalyzed Suzuki Couplings of 2,3-Dibromonorbornadiene: Synthesis of Symmetri-cal and Unsymmetrical Aryl-Substituted Nor-bornadienes

    Keywords: Palladium/ Catalysis / Suzuki couplings /Norbornadienes / Boronic acids

    Eur. J. Org. Chem. 2005, 957962 www.eurjoc.org 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 959

  • A. C. Leal Badaro Trindade,1052D. C. dos Santos, L. Gil, C. Marazano,R. Pereira de Freitas Gil*

    Synthesis of New Azocine Derivatives and TheirFunctionalization by Nucleophilic Addition toTheir Iminium Salts

    Keywords: Azocines / Nitrogen heterocycles / Cyclo-addition / Nucleophilic addition / Regio-selectivity

    S. Silver, A.-S. Leppnen, R. Sjholm,1058A. Penninkangas, R. Leino*

    Towards Benign Synthesis of Indenes fromIndanones: Zinc-Mediated Allylation of Ketonesin Aqueous Media as a Source of SubstitutedIndenyl Ligand Precursors

    Keywords: Cyclopentadienyl ligands / Allylation /Zinc / Ketones / Hydrosilylation

    S. Mller, M. C. Afraz, R. de Gelder,1082G. J. A. Ariaans, B. Kaptein,Q. B. Broxterman, A. Bruggink*

    Design and Evaluation of Inclusion Resolutions,Based on Readily Available Host Compounds

    Keywords: Inclusion / Chiral resolution / Host-guestsystems / Enantioselectivity

    Q.-H. Song,* W.-J. Tang, X.-M. Hei,1097H.-B. Wang, Q.-X. Guo, S.-Q. Yu

    Efficient Photosensitized Splitting of ThymineDimer by a Covalently Linked Tryptophan inSolvents of High Polarity

    Keywords: DNA photorepair / Electron transfer /Pyrimidine dimer / Tryptophan / Solventeffects

    J. P. W. Eggert, U. Lning,* C. Nther1107

    Synthesis and Functionalisation of 5-SubstitutedNeocuproine Derivatives

    Keywords: Catalysis / Cross-coupling / N ligands /Palladium / Silylation

    960 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.eurjoc.org Eur. J. Org. Chem. 2005, 957962

  • P. Broutin, F. Colobert*1113

    An Asymmetric Biaryl Suzuki Cross-CouplingReaction: Stereogenic Benzylic Carbinols asChiral Auxiliaries

    Keywords: Asymmetric synthesis / Cross-coupling /Palladium / Suzuki reaction / Stereogeniccarbinol / Sulfoxides

    A. Tarnowski, O. Retz, T. Br,1129R. R. Schmidt*

    Synthesis of Sphingosine-1-phosphonate andHomosphingosine-1-phosphonate

    Keywords: Sphingosines / Phosphonates / Epoxideopening / Wittig reaction

    F. Palacios,* D. Aparicio, Y. Lopez,1142J. M. de los Santos, C. Alonso

    Cycloaddition Reactions of Phosphorylated1,2-Diaza-1,3-butadienes with Olefins: Regio-selective Synthesis of Pyridazine Derivatives

    Keywords: Cycloadditions / Diazabutadienes / Hydraz-ones / Fused-ring systems / Nitrogenheterocycles

    B. Buschhaus, A. Hirsch*1148

    Diastereoselective Assembly of Chiral RuII-Coordinated Depsipeptide-Dendrimers

    Keywords: Depsipeptides / Dendrimers / Diastereo-selectivity / Bipyridine Ligands / Ru-thenium

    F. J. Hoyuelos, B. Garca,* S. Ibeas,1161M. S. Munoz, A. M. Navarro, I. Penacoba,J. M. Leal

    Protonation Sites of Indoles and Benzoylindoles

    Keywords: Acidity function / Protonation / Indole /Benzoylindole / Indomethacine / Ace-methacine

    Eur. J. Org. Chem. 2005, 957962 www.eurjoc.org 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 961

  • D. Swierczynski, R. Luboradzki,*1172G. Dolgonos, J. Lipkowski,*H.-J. Schneider*

    Non-Covalent Interactions of Organic HalogenCompounds with Aromatic Systems Analysesof Crystal Structure Data

    Keywords: Organic halogen compounds / Arenes / Hy-drogen bonds / van der Waals interactions

    V. N. Kovtonyuk, L. S. Kobrina*,1178O. M. Kataeva, G. Haufe*

    Formation of Fluorinated 1-Oxaspiro[2.5]octa-4,7-dienes from Polyfluorinated Cyclohexa-2,5-dienones with Diazomethane and Reactionswith Aryl and 2-Chloroethyl Isocyanates

    Keywords: Fluorinated cyclohexadienones / Hetero-cycles / Oxiranes

    S. H. von Reu,* W. A. Knig1184

    Olefinic Isothiocyanates and Iminodithiocar-bonates from the Liverwort Corsinia coriandrina

    Keywords: Corsinia coriandrina / Liverworts / Naturalproducts / Coridrin / Coriandrin / Tri-dentatol / Isothiocyanates / Iminodithio-carbonates

    H. Kivel, Z. Zalan, P. Thtinen,1189R. Sillanp, F. Flp,* K. Pihlaja*

    Synthesis and Conformational Analysis of Satu-rated 3,1,2-Benzoxazaphosphinine 2-Oxides

    Keywords: Phosphorus heterocycles / Fused-ringsystems / Structure elucidation / Configura-tion determination

    962 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.eurjoc.org Eur. J. Org. Chem. 2005, 957962