Effects of Magnesium Salts and Amines on the Stereoselectivity in the Imine Aldol Reaction

スポンサーリンク

概要

• 論文の詳細を見る

• In the imine aldol reactions of 1 with aromatic aldehydes using magnesium salts in the presence of amines, the threo/erythro ratios of products increased in the order Mg(ClO_4)_2>MgI_2>MgBr_2>MgCl_2>Mg(OTf)_2 and N, N, N', N'-tetramethylethylenediamine (TMEDA)>Et_3N. This increase in the threo/erythro ratios of products was estimated to be caused by a retro-imine aldol reaction under thermodynamic control.

• 社団法人日本薬学会の論文
• 2007-12-01

著者

• Hayashi Kazuhiko

  College of Pharmacy, Kinjo Gakuin University

• Kujime Eiko

  College of Pharmacy, Kinjo Gakuin University

• Katayama Hajime

  College of Pharmacy, Kinjo Gakuin University

• Sano Shigeki

  Graduate School of Pharmaceutical Sciences, The University of Tokushima

• Nagao Yoshimitsu

  Graduate School of Pharmaceutical Sciences, The University of Tokushima

• 佐野 茂樹

  Graduate School Of Pharmaceutical Sciences The University Of Tokushima

• 佐野 茂樹

  徳島大学薬学部

• Sano Shigeki

  Graduate School Of Pharmaceutical Sciences The University Of Tokushima

• Hayashi Kyoko

  Faculty Of Medicine Toyama Medical And Pharmaceutical University

• 長尾 善光

  Graduate School Of Pharmaceutical Sciences The University Of Tokushima

• 長尾 善光

  徳島大学薬学部

• Nagao Yoshimitsu

  Graduate School Of Pharmaceutical Sciences The University Of Tokushima

• Nagao Y

  Faculty Of Pharmaceutical Sciences The University Of Tokushima

• Nagao Yoshimitsu

  Faculity Of Pharmaceutical Sciences The University Of Tokushima

• Hayashi K

  Graduate School Of Medicine And Pharmaceutical Sciences For Research University Of Toyama

関連論文

• Characterization of Structures and Antiviral Effects of Polysaccharides from Portulaca oleracea L.
• RADIOSENSITIZING HYPOXIC CELLS WITH NEW 3-NITRO-1,2,4-TRIAZOLE DERIVATIVES IN VITRO AND IN VIVO
• Reaction of 1-azabicyclobutane with activated amides
• Synthesis and Reaction of 1-Azabicyclo[3.1.0]hexane
• Intramolecular Nonbonded S…N Interaction in Rabeprazole
• Synthesis of New Quinolone Antibiotics Utilizing Azetidine Derivatives Obtained from 1-Azabicyclo[1.1.0]butane
• Effects of Magnesium Salts and Amines on the Stereoselectivity in the Imine Aldol Reaction
• Mechanistic Considerations for the Consecutive Cyclization of 2,3-Dibromopropylamine Hydrobromide Giving a Strained Molecule, 1-Azabicyclo[1.1.0]butane
• Synthesis of New Chiral Sulfinyldiacetic Acid Derivatives and Attempt at Chemoselective Asymmetric Pummerer Reaction
• Anti-herpes Simplex Virus Target of an Acidic Polysaccharide, Nostoflan, from the Edible Blue-Green Alga Nostoc flagelliforme(Pharmacognosy)
• Practical Synthesis of Chiral cis-Cyclohex-4-ene-1,2-dicarboxylic Acid Derivatives by Utilizing (4S)-Isopropyl-1,3-thiazolidine-2-thione
• Radiosensitizing Hypoxic Cells with New 3-Nitro-1,2,4-triazole Derivatives In Vitro and In Vivo.
• SYNTHETIC DEVELOPMENT OF HYPOXIC CELL SENSITIZERS HAVING 3-NITROTRIAZOLE MOIETY
• 赤外線蛍光内視鏡の原理と臨床応用
• Isolation of Sulfated Galactan from Codium fragile and Its Antiviral Effect
• New Norepinephrine Potentiators : Synthesis and Structure-Activity Relationships of a Series of 4-Phenyl-1,2,3,4-tetrahydroisoquinolin-4-ols
• Antioxidant and Antiviral Activities of Plastoquinones from the Brown Alga Sargassum micracanthum, and a New Chromene Derivative Converted from the Plastoquinones(Pharmacognosy)
• Diastereoselective Alkylation of Chiral Tin(II) Enolates onto Cyclic Acyl Iminium Ions. : Asymmetric Total Syuthesis of (-)-Supinidine.
• Highly Diastereoselective Alkylation of Chiral Tin(II) Enolates onto Cyclic Acyl Imines, An Efficient Asymmetric Synthesis of Bicyclic Alkaloids Bearing a Nitrogen Atom Ring Juncture.
• New General Asymmetric Synthesis of Versatile γ-Alkylated Butenolides and Its Application to Expeditious Synthesis of the Chiral Geissman-Waiss Lactones Useful for (+)-Retronecine Synthesis.
• PB17 SYNTHETIC STUDIES ON BICYCLIC ALKALOIDS BASED ON A NEW CHIRAL DESIGN UTILIZING VERSATILE MALALDEHYDIC ACID
• pH Lowering in Liposomal Dispersiond Induced by Phospholipid Peroxidation
• Alkyl Chain Length Dependency in Hydrolysis of Liposomal Phosphatidylcholine by Dialkylphosphate
• 21世紀のメディシナルケミスト
• Antiviral Sulfated Polysaccharide from Navicula directa, a Diatom Collected from Deep-Sea Water in Toyama Bay(Pharmacognosy)
• Expeditious Syntheses of Conjugated Allenyl Esters and Oxazoles through a Cascade Reaction of α-Alkynyl Malonates under Alkaline Conditions
• Enzymatic Hydrolyses of the σ-Symmetric Dicarboxylic Diesters Bearning a Sulfinyl Group as the Prochiral Center
• P-33 α置換セリン誘導体の不斉合成を基盤とする(+)-ラクタシスチンの不斉全合成研究(ポスター発表の部)
• A New Convenient Synthesis of α-Pyrone and α-Pyridone Derivatives
• Expeditious Asymmetric Synthesis of Optically Pure δ-Lactones Bearing Consecutive Three Asymmetric Centers
• Axial Preference of Bulky Group- and Electron-Withdrawing Group-Substituted Oxygen Atom on the Chair-Type Cyclohexanone, Glutaric Anhydride, and Glutarimide.
• Synthesis, Structure, and Self-Oxidation of Alkynyl(phenyl)iodonium Periodates.
• A Facile Synthesis of Novel Chiral Phosphonoacetates Bearing a Stereogenic Phosphorus Atom
• A Facile Method for the Stereoselective Horner-Wadsworth-Emmons Reaction of Aryl Alkyl Ketones
• Synthesis and Antibacterial Activity of New 1β-Methylcarbapenems Having the Potential for Intramolecular Nonbonded S・・・O Interactions
• New Six- to Eight-Membered-Ring Formation Based on the Intramolecular Endo- Mode Ring Closure of Allenyl (Substituted Phenyl)alkyl Ketones
• Characterization of the Sulfonic Esters Adopting a Folded Conformation with Stacked Aromatic Moieties
• Novel Antiviral Fucoidan from Sporophyll of Undaria pinnatifida (Mekabu)
• A Novel Antivirally Active Fucan Sulfate Derived from an Edible Brown Alga, Sargassum horneri
• Effects of Structural Modification of Calcium Spirulan, a Sulfated Polysaccharide from Spirulina Platensis, on Antiviral Activity
• An Antivirally Active Sulfated Polysaccharide from Sargassum horneri (TURNER) C.AGARDH
• Effects of Incorporation of Various Amphiphiles into Recipient Liposome Membraneson Inter-Membrane Protein Transfer
• Stereoselective Synthesis of Tetrasubstituted (Z)-Alkenes from Aryl Alkyl Ketones Utilizing the Horner-Wadsworth-Emmons Reaction
• Antiviral Targets of a Chromene Derivative from Sargassum micracanthum in the Replication of Human Cytomegalovirus(Microbiology)
• Efficient Synthesis of Isothiocyanates Based on the Tandem Staudinger/aza-Wittig Reactions and Mechanistic Consideration of the Tandem Reactions
• A Practical and Facile Synthesis of Azetidine Derivatives for Oral Carbapenem, L-084
• Syntheses and Pharmacokinetic Studies of Prodrug Esters for the Development of Oral Carbapenem, L-084
• On the Mechanism of Stereoisomerization of Methyl Groups of 1,3-Diaxial[cis-3-Benzyloxy)cyclohexyl]chlorodimethylstannane.
• 分子構造特性を基盤とする新反応の開発並びに薬学的応用研究
• Synthesis and Siderophore Activity of Vibrioferrin and One of Its Diastereomeric Isomers
• Cyclization, Ring-Expansion, and Several Cascade Reactions Utilizing Allenylic Molecular Structure Characteristics
• 現状のままで満足ですか年輩者 : 今や集学的に"熟学"事始めの時
• 薬学教育における現行の問題点と21世紀への展望(21世紀の人づくり)(21世紀:薬学の時代へ)
• α-置換セリン誘導体の不斉合成
• 技術賞受賞抗血小板剤シロスタゾールの研究開発
• New Intramolecular Five-Endo-Mode Cyclization of Allenyl Aryl Ketones
• Generalization, Alteration, and Enhancement of the Stereoselectivity in the Cieplak-Mode Reductions of 4-Alkoxy(or Silyloxy)-cyclohexanones.
• 奨励賞受賞 佐野茂樹氏の業績
• 史跡の地, 韓国・慶州でホットな討論会
• New Reaction Mode of the Dieckmann-Type Cyclization under the Lewis Acid-Et_3N Conditions
• Asymmetric Horner-Wadsworth-Emmons Reaction Utilizing Isomannide and Isosorbide Derivatives as Chiral Auxiliaries
• ヘテロ原子の特性を活用する高立体選択的反応の開発 : HWE反応の新展開
• ヘテロ原子の特性を活用する高立体選択的反応の開発 : α置換セリン誘導体の不斉合成
• Development of a Membrane Fusible Drug Carrier from Erythrocytes by the Spontaneous Transfer of Viral Fusion Protein from Influenza Virus-Infected Cells
• Remarkable Effect of D-Sorbitol on the Second Stage in the PLE-Catalyzed Hydrolyses of a σ-Symmetric Diester, cis-Cyclohex-4-ene-1,2-bis(methyl acetate)
• Diazidation of Allylsilanes with a Combination of Iodosylbenzene and Trimethylsilyl Azide, and Synthesis of Ally Azides.
• Reinvestigation of the Synthesis of Isoliquiritigenin: Application of Horner–Wadsworth–Emmons Reaction and Claisen–Schmidt Condensation
• Novel Deconjugative Esterification of 2-Cyclohexylideneacetic Acids through 4-(Pyrrolidin-1-yl)pyridine-catalyzed Carbodiimide Couplings
• 有機化学反応や物性を発想源とする創薬研究
• Oxidative Grob Fragmentation of γ-Tributylstannyl Alcohols with a Combination of Iodosylbenzene, Dicyclohexylcarbodiimide, and Boron Trifluoride.
• Effect of Silica Gel on the Benzenesulfinic Acid Catalyzed Isomerization of Vinylsilanes. : Formation of Silyl Benzenesulfinate.
• Evaluation of an Edible Blue-Green Alga, Aphanothece sacrum, for Its Inhibitory Effect on Replication of Herpes Simplex Virus Type 2 and Influenza Virus Type A
• Two new monoterpenes from Sibiraea angustata
• Different Mechanisms of Action of Long Chain Fatty Acid Esters of Podophyllotoxin and Esters of Epipodophyllotoxin against P388 Lymphocytic Leukemia in Mice.
• Generation of [β-(Phenylsulfonyl)alkylidene]carbenes from Hypervalent Alkenyl- and Alkynyliodonium Tetrafluoroborates and Synthesis of 1-(Phenylsulfonyl)cyclopentenes.
• Biomimetic, Chemical, and Spectroscopic Evaluations for the Radiosensitizing Potential of N1- and N2-Substituted Derivatives of 3-Nitro-1,2,4-triazole Toward Hypoxic Cells in the Radiotherapy : Remarkably Different Substituti
• Synthesis of Chiral Hypervalent Organoiodinanes, Iodo(III)binaphthyls, and Evidence for Pseudorotation of Iodine.
• Synthesis of Ethynyl(phenyl)iodonium Tetrafluoroborate. : A New Reagent for Ethynylation of 1,3-Dicarbonyl Compounds.
• Antiviral and Immunostimulating Effects of Lignin-Carbohydrate-Protein Complexes from Pimpinella anisum
• Conjugate Addition of Acyloxy Groups to Alkynylphenyliodonium Tetrafluoroborates under Both Basic and Acidic Conditions. : Synthesis of α-Acyloxy Ketones.
• Improved Synthesis of an Energetic Material,1,1,3-Trinitroazetidine Exploiting 1-Azabicyclo[1.1.0]butane
• 新しいホスト分子の開発 : リン酸エステルの認識
• ヘテロ環を有機合成に使う : ダイナミックヘテロ環化学
• Stabilizing 1,3-Diaxial Interaction between a Metal (Group 14) and a Heteroatom. : Fixation of Six-Membered Carbocycles to the 1,3-Diaxial Conformer.
• Synthesis of Iodo(III) Enol Lactones via Iodine(III)-Induced Lactonization of Alkynoic Acids. : Structurally Potential Serine Protease Inactivators.
• Potent virucidal effect of pheophorbide a and pyropheophorbide a on enveloped viruses
• Deconjugative Esterification of 2-(4-Phenylcyclohexylidene)acetic Acid via Intramolecular Chirality Transfer
• A Microwave-assisted Deconjugative Esterification of α,β-Unsaturated Carboxylic Acids through α,β-Unsaturated Ketene Intermediates

もっと見る 閉じる

スポンサーリンク