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Graphical abstracts
Graphical abstracts
An 8-aminoimidazo[4,5-g]quinazoline carbocyclic nucleoside: a ring-extended analog of 5 0 noraristeromycin
Tetrahedron 57 (2001) 9049
Vasanthakumar P. Rajappan and Stewart W. Schnellerp
Department of Chemistry, Auburn University, 179 Chemistry Building, Auburn, AL 36849-5312, USA
Solid-phase approaches toward cyclic oligomers David B. Shortell,a Liam C. Palmera and James M. Tourb,p a
Tetrahedron 57 (2001) 9055
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208, USA Department of Chemistry and Center for Nanoscale Science and Technology, Rice University, MS 222, 6100 Main Street, Houston, TX 77005, USA
b
Strategies to achieve cyclizations of oligo (m-phenylene ethynylene)s by exploiting pseudo-high dilution effects on polymer supports are reported.
Tetrahedron 57 (2001) 9067 Electrolytic partial ¯uorination of organic compound. Part 53: Highly regioselective anodic mono- and di¯uorination of 4-arylthio-1,3-dioxolan-2-ones. A marked solvent effect on ¯uorinated product selectivity Hideki Ishii, Norihisa Yamada and Toshio Fuchigamip
Department of Electronic Chemistry, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8502, Japan
Neighboring group effect of ®ve-membered heteroaromatic rings for p-facial selectivity in the reactions of fused isopropylidenenorbornene systems with electrophilic reagents Tomoshige Kobayashi,p Takeo Tsuzuki, Yoko Tayama and Yosuke Uchiyama
Department of Chemistry, Faculty of Science, Shinshu University, 3-1-1 Asahi, Matsumoto 390-8621, Japan
The p-facial selectivity of isopropylidenenorbornenes fused with ®ve-membered heteroaromatic rings is described.
vii
Tetrahedron 57 (2001) 9073
Stereoselective synthesis of d-erythro-sphingosine and l-lyxo-phytosphingosine
Tetrahedron 57 (2001) 9087
Tsuyoshi Nakamura and Masao Shiozakip
Exploratory Chemistry Research Laboratories, Sankyo Co. Ltd., Hiromachi 1-2-58, Shinagawa-ku, Tokyo 140-8710, Japan
Two structural isomeric siderophores from the freshwater cyanobacterium Anabaena cylindrica (NIES-19)
Tetrahedron 57 (2001) 9093
Yusai Itou, Shigeru Okada and Masahiro Murakamip
Laboratory of Marine Biochemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan
Structures of siderophores (1 and 2) were elucidated by FABMS and 2D NMR analyses including 1H± 15N HMBC and chemical degradation.
Chiral NADH models with restricted or blocked rotation at the amide function: attempts to interpret the mechanism of the enantioselective hydrogen transfer to methyl benzoylformate
Tetrahedron 57 (2001) 9101
Christiane Vitry,a Joelle BeÂdat,a Yann Prigent,b Vincent Levacher,a Georges Dupas,a,p Isabelle Salliot,b Guy QueÂguinera and Jean Bourguignona a
Laboratoire de Chimie Organique Fine et HeÂteÂrocyclique UPRESA 6014, IRCOF-INSA, B.P 08, 76131 Mont Saint Aignan cedex, France Equipe de Chimie Organique Structurale, IRCOF-INSA, B.P 08, 76131 Mont Saint Aignan cedex, France
b
A detailed NMR study has been performed in order to explain the different behaviour of these NADH models in the asymmetric reduction of methyl benzoylformate. The e.e. are from 3 to 90%.
Chalcogen electrophile induced rearrangement of 1-alkynyltrialkyl borates: controlled syntheses of trisubstituted ole®ns from 1-alkynes
Tetrahedron 57 (2001) 9109
Julien Gerard and LaÂszlo Hevesip
DeÂpartement de Chimie, FaculteÂs Universitaires Notre-Dame de la Paix, 61, rue de Bruxelles, B-5000 Namur, Belgium
viii
Reactions of 5-amino-1,2-azoles with aromatic and heterocyclic o-chloroaldehydes: [111] versus [211] cyclocondensation
Tetrahedron 57 (2001) 9123
Michael A. Abramov, Erik Ceulemans, Carine Jackers, Mark Van der Auweraer and Wim Dehaenp Department of Chemistry, University of Leuven, Celestijnenlaan 200F, B-3001 Leuven (Heverlee), Belgium
Synthesis of quinone and xanthone analogs of rhein Nadia Fonteneau,a Philippe Martin,a Martine Mondon,a Herve Ficheuxb and Jean-Pierre Gessona,p a
Tetrahedron 57 (2001) 9131
Laboratorie de chimie 12, Universite de Poitiers et CNRS, UMR 6514, Faculte des Sciences, 40, Avenue du Recteur Pineau, F-86022 Poitiers, France Laboratoires Negma, Avenue de l'Europe, Toussus-le-Noble, F-78771 Magny-les-Hameaux cedex, France
b
Carbonylation of anthraquinone or xanthone tri¯ates a new and ef®cient route towards title compounds, thereby avoiding oxidation with toxic chromium salts. In contrast to rhein, xanthone derivatives are not IL-1 inhibitors.
Synthesis of new pentacarbon chain streptocyanines (pentamethinium salts)
Tetrahedron 57 (2001) 9137
Nicaise Obaya, Corinne Payrastre and Yves Madaulep
SyntheÁse et Physicochimie de MoleÂcules d'InteÂreÃt Biologique, Universite Paul-Sabatier, UMR 5068, 118 route de Narbonne, 31062 Toulouse cedex 4, France
Synthesis of bis(hydroxymethyl)phosphorylated compounds, analogs of a-aminophosphonic acids or alkylidenebisphosphonic acids
Tetrahedron 57 (2001) 9149
Henri-Jean Cristau,p Christine Brahic and Jean-Luc Piratp
Laboratoire de Chimie Organique (UMR 5076), Ecole Nationale SupeÂrieure de Chimie de Montpellier, 8 Rue de l'Ecole Normale, 34296 Montpellier cedex 5, France
Analogs of glyphosate [a-aminomethylbis(hydroxymethyl)phosphine oxide] and bisphosphonic acids [bis(hydroxymethyl)phosphoryl methylphosphonic acid], substituting the phosphonic group by the bis(hydroxymethyl)phosphoryl group have been synthesized in good yields, using the bis(benzyloxymethyl) chloromethylphosphine oxide as a common precursor.
ix
The ®rst total synthesis of (^)-1-desoxyhypnophilin David C. Harrowven,a,p Matthew C. Lucasa and Peter D. Howesb
Tetrahedron 57 (2001) 9157
a
Department of Chemistry, The University of Southampton, Southampton S017 1BJ, UK Enzyme Medicinal Chemistry 2, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Herts SG1 2NY, UK
b
Synthesis of 1 0 -aza-C-nucleosides from (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol
Tetrahedron 57 (2001) 9163
Vyacheslav V. Filichev and Erik B. Pedersenp
Department of Chemistry, University of Southern Denmark, Odense University, DK-5230 Odense M, Denmark
Synthesis and conformational studies of peptidomimetics containing a carbocyclic 1,3-diacid
Tetrahedron 57 (2001) 9169
Tushar K. Chakraborty,a,p Animesh Ghosh,a R. Nagaraj,b A. Ravi Sankara and Ajit C. Kunwara,p a
Indian Institute of Chemical Technology, Hyderabad 500 007, India Centre for Cellular and Molecular Biology, Hyderabad 500 007, India
b
Base catalyzed rearrangement of p-conjugated sulfur and selenium bridged propargylic systems Samuel Braverman,p Yossi Zafrani and Hugo E. Gottlieb
Department of Chemistry, Bar-Ilan University, Ramat Gan 52900, Israel
x
Tetrahedron 57 (2001) 9177
Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-Dienylmethyl derivatives and their Diels±Alder reactions
Tetrahedron 57 (2001) 9187
Ronald Grigg,a,p Ngampong Kongathip,b Boonsang Kongathip,b Suwaporn Luangkamina and H. Ali Dondasc a
Molecular Innovation, Diversity and Automated Synthesis (MIDAS) Centre, School of Chemistry, The University of Leeds, Leeds LS2 9JT, UK Department of Chemistry, Science and Arts Faculty, Kasetsart University, Bangkok, Thailand Department of Chemistry, Science and Arts Faculty, Mersin University, Mersin, Turkey
b c
xi
An 8-aminoimidazo[4,5-g]quinazoline carbocyclic nucleoside: a ring-extended analog of 5 0 noraristeromycin
Tetrahedron 57 (2001) 9049
Vasanthakumar P. Rajappan and Stewart W. Schnellerp
Department of Chemistry, Auburn University, 179 Chemistry Building, Auburn, AL 36849-5312, USA
Solid-phase approaches toward cyclic oligomers David B. Shortell,a Liam C. Palmera and James M. Tourb,p a
Tetrahedron 57 (2001) 9055
Department of Chemistry and Biochemistry, University of South Carolina, Columbia, SC 29208, USA Department of Chemistry and Center for Nanoscale Science and Technology, Rice University, MS 222, 6100 Main Street, Houston, TX 77005, USA
b
Strategies to achieve cyclizations of oligo (m-phenylene ethynylene)s by exploiting pseudo-high dilution effects on polymer supports are reported.
Tetrahedron 57 (2001) 9067 Electrolytic partial ¯uorination of organic compound. Part 53: Highly regioselective anodic mono- and di¯uorination of 4-arylthio-1,3-dioxolan-2-ones. A marked solvent effect on ¯uorinated product selectivity Hideki Ishii, Norihisa Yamada and Toshio Fuchigamip
Department of Electronic Chemistry, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8502, Japan
Neighboring group effect of ®ve-membered heteroaromatic rings for p-facial selectivity in the reactions of fused isopropylidenenorbornene systems with electrophilic reagents Tomoshige Kobayashi,p Takeo Tsuzuki, Yoko Tayama and Yosuke Uchiyama
Department of Chemistry, Faculty of Science, Shinshu University, 3-1-1 Asahi, Matsumoto 390-8621, Japan
The p-facial selectivity of isopropylidenenorbornenes fused with ®ve-membered heteroaromatic rings is described.
vii
Tetrahedron 57 (2001) 9073
Stereoselective synthesis of d-erythro-sphingosine and l-lyxo-phytosphingosine
Tetrahedron 57 (2001) 9087
Tsuyoshi Nakamura and Masao Shiozakip
Exploratory Chemistry Research Laboratories, Sankyo Co. Ltd., Hiromachi 1-2-58, Shinagawa-ku, Tokyo 140-8710, Japan
Two structural isomeric siderophores from the freshwater cyanobacterium Anabaena cylindrica (NIES-19)
Tetrahedron 57 (2001) 9093
Yusai Itou, Shigeru Okada and Masahiro Murakamip
Laboratory of Marine Biochemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan
Structures of siderophores (1 and 2) were elucidated by FABMS and 2D NMR analyses including 1H± 15N HMBC and chemical degradation.
Chiral NADH models with restricted or blocked rotation at the amide function: attempts to interpret the mechanism of the enantioselective hydrogen transfer to methyl benzoylformate
Tetrahedron 57 (2001) 9101
Christiane Vitry,a Joelle BeÂdat,a Yann Prigent,b Vincent Levacher,a Georges Dupas,a,p Isabelle Salliot,b Guy QueÂguinera and Jean Bourguignona a
Laboratoire de Chimie Organique Fine et HeÂteÂrocyclique UPRESA 6014, IRCOF-INSA, B.P 08, 76131 Mont Saint Aignan cedex, France Equipe de Chimie Organique Structurale, IRCOF-INSA, B.P 08, 76131 Mont Saint Aignan cedex, France
b
A detailed NMR study has been performed in order to explain the different behaviour of these NADH models in the asymmetric reduction of methyl benzoylformate. The e.e. are from 3 to 90%.
Chalcogen electrophile induced rearrangement of 1-alkynyltrialkyl borates: controlled syntheses of trisubstituted ole®ns from 1-alkynes
Tetrahedron 57 (2001) 9109
Julien Gerard and LaÂszlo Hevesip
DeÂpartement de Chimie, FaculteÂs Universitaires Notre-Dame de la Paix, 61, rue de Bruxelles, B-5000 Namur, Belgium
viii
Reactions of 5-amino-1,2-azoles with aromatic and heterocyclic o-chloroaldehydes: [111] versus [211] cyclocondensation
Tetrahedron 57 (2001) 9123
Michael A. Abramov, Erik Ceulemans, Carine Jackers, Mark Van der Auweraer and Wim Dehaenp Department of Chemistry, University of Leuven, Celestijnenlaan 200F, B-3001 Leuven (Heverlee), Belgium
Synthesis of quinone and xanthone analogs of rhein Nadia Fonteneau,a Philippe Martin,a Martine Mondon,a Herve Ficheuxb and Jean-Pierre Gessona,p a
Tetrahedron 57 (2001) 9131
Laboratorie de chimie 12, Universite de Poitiers et CNRS, UMR 6514, Faculte des Sciences, 40, Avenue du Recteur Pineau, F-86022 Poitiers, France Laboratoires Negma, Avenue de l'Europe, Toussus-le-Noble, F-78771 Magny-les-Hameaux cedex, France
b
Carbonylation of anthraquinone or xanthone tri¯ates a new and ef®cient route towards title compounds, thereby avoiding oxidation with toxic chromium salts. In contrast to rhein, xanthone derivatives are not IL-1 inhibitors.
Synthesis of new pentacarbon chain streptocyanines (pentamethinium salts)
Tetrahedron 57 (2001) 9137
Nicaise Obaya, Corinne Payrastre and Yves Madaulep
SyntheÁse et Physicochimie de MoleÂcules d'InteÂreÃt Biologique, Universite Paul-Sabatier, UMR 5068, 118 route de Narbonne, 31062 Toulouse cedex 4, France
Synthesis of bis(hydroxymethyl)phosphorylated compounds, analogs of a-aminophosphonic acids or alkylidenebisphosphonic acids
Tetrahedron 57 (2001) 9149
Henri-Jean Cristau,p Christine Brahic and Jean-Luc Piratp
Laboratoire de Chimie Organique (UMR 5076), Ecole Nationale SupeÂrieure de Chimie de Montpellier, 8 Rue de l'Ecole Normale, 34296 Montpellier cedex 5, France
Analogs of glyphosate [a-aminomethylbis(hydroxymethyl)phosphine oxide] and bisphosphonic acids [bis(hydroxymethyl)phosphoryl methylphosphonic acid], substituting the phosphonic group by the bis(hydroxymethyl)phosphoryl group have been synthesized in good yields, using the bis(benzyloxymethyl) chloromethylphosphine oxide as a common precursor.
ix
The ®rst total synthesis of (^)-1-desoxyhypnophilin David C. Harrowven,a,p Matthew C. Lucasa and Peter D. Howesb
Tetrahedron 57 (2001) 9157
a
Department of Chemistry, The University of Southampton, Southampton S017 1BJ, UK Enzyme Medicinal Chemistry 2, GlaxoSmithKline Medicines Research Centre, Gunnels Wood Road, Stevenage, Herts SG1 2NY, UK
b
Synthesis of 1 0 -aza-C-nucleosides from (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol
Tetrahedron 57 (2001) 9163
Vyacheslav V. Filichev and Erik B. Pedersenp
Department of Chemistry, University of Southern Denmark, Odense University, DK-5230 Odense M, Denmark
Synthesis and conformational studies of peptidomimetics containing a carbocyclic 1,3-diacid
Tetrahedron 57 (2001) 9169
Tushar K. Chakraborty,a,p Animesh Ghosh,a R. Nagaraj,b A. Ravi Sankara and Ajit C. Kunwara,p a
Indian Institute of Chemical Technology, Hyderabad 500 007, India Centre for Cellular and Molecular Biology, Hyderabad 500 007, India
b
Base catalyzed rearrangement of p-conjugated sulfur and selenium bridged propargylic systems Samuel Braverman,p Yossi Zafrani and Hugo E. Gottlieb
Department of Chemistry, Bar-Ilan University, Ramat Gan 52900, Israel
x
Tetrahedron 57 (2001) 9177
Palladium catalysed reactions of allene with active methylene pronucleophiles. C-1,3-Dienylmethyl derivatives and their Diels±Alder reactions
Tetrahedron 57 (2001) 9187
Ronald Grigg,a,p Ngampong Kongathip,b Boonsang Kongathip,b Suwaporn Luangkamina and H. Ali Dondasc a
Molecular Innovation, Diversity and Automated Synthesis (MIDAS) Centre, School of Chemistry, The University of Leeds, Leeds LS2 9JT, UK Department of Chemistry, Science and Arts Faculty, Kasetsart University, Bangkok, Thailand Department of Chemistry, Science and Arts Faculty, Mersin University, Mersin, Turkey
b c
xi