Total Asymmetric Synthesis of Taxol by Dehydration Condensation between 7-TES Baccatin III and Protected N-Benzoylphenylisoserines Prepared by Enantioselective Aldol Reaction
スポンサーリンク
概要
著者
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Mukaiyama Teruaki
Department Of Applied Chemistry Faculty Of Science Science University Of Tokyo
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椎名 勇
Department Of Applied Chemistry Faculty Of Science Tokyo University Of Science
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SAITOH Katsuyuki
Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
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Shiina Isamu
Department Of Applied Chemistry Faculty Of Science Science University Of Tokyo
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Sakata K
Department Of Applied Chemistry Faculty Of Science Science University Of Tokyo
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Saitoh Katsuyuki
Department Of Applied Chemistry Faculty Of Science Science University Of Tokyo
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FRECHARD-ORTUNO Isabelle
Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
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SAKATA Kaku
Department of Applied Chemistry, Faculty of Science, Science University of Tokyo
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Frechard-ortuno Isabelle
Department Of Applied Chemistry Faculty Of Science Science University Of Tokyo
関連論文
- A Catalytic Asymmetric Michael Reaction of Silyl Enol Ethers with α,β-Unsaturated Ketones Using a Chiral Titanium Oxide
- Stereoselective Synthesis of 1,2-cis-Arabinofuranosides Using a Titanium Catalyst
- Asymmetric Allylation of Carbonyl Compounds with Tartrate-Modified Chiral Allylic Tin Reagents
- Asymmetric Allylation of Aromatic Aldehydes Using Chiral Allylic Tin Reagents
- An Asymmetric Synthesis of the ABC Ring System of 8-Demethyltaxoids from Optically Active 8-Membered Ring Compound via Intramolecular Aldol and Pinacol Coupling Reactions
- An Asymmetric Synthesis of the BC Ring System of 8-Epitaxoids by Way of Intramolecular Aldol and Successive Stereoselective Methylation Reactions
- An Asymmetric Synthesis of the Fully Functionalized AB Ring System of 12-Demethyltaxol via Successive Stereoselective Allylation and Intramolecular Aldol Reactions
- New Synthesis of Pinacols By Oxidative Coupling Mediated by 1,2-Dusulfides as Dehydrogenating Reagents under Irradiation
- Magnesium Bromide Diethyl Etherate Mediated Highly Diastereoselective Aldol Reaction between an Aldehyde and a Silyl Enol Ether
- Aldol Reaction of Enol Esters Catalyzed by Cationic Species Paired with Tetrakis(pentafluorophenyl)borate
- A New and Efficient Method for Oxidation of Various Alcohols by Using N-tert-Butyl Phenylsulfinimidoyl Chloride
- A Novel Carbocationic Species Paired with Tetrakis(pentafluorophenyl)Borate Anion in Catalytic Aldol Reaction
- PREPARATION OF USEFUL SYNTHETIC INTERMEDIATES OF TAXOL ANALOGS, CYCLOOCTENONE DERIVATIVES
- Construction of AB-Ring System of Taxane Framework by A-Ring Annulation Strategy : Synthesis of 1-Hydroxy-8,11,11-trimethylbicyclo-[5.3.1]undec-7-en-9-one by Way of Intramolecular Aldol Cyclization to Form the C1-C10 Bond
- A New Method for the Synthesis of Unsymmetrical Bis-Aldols by the Samarium(II) Iodide-Mediated Aldol Reaction of Aldehydes with Aryl or Alkyl Oxiranyl Ketones
- Synthesis of 18-Demethyltaxoid via Stereoselective Allylation and Intramolecular Aldol Condensation Reactions
- A New and Convenient Method for the Preparation of Cyclooctanone Containing Bis-Aldol Skelton by Samarium(II) Iodide-mediated Intramolecular Aldol Cyclization of ω-Oxiranyl Keto Octanal
- A Synthesis of AB-Ring Model System of Taxane Framework by Way of Intramolecular Knoevenagel Cyclization
- A Novel Activating Agents of 'Disarmed' Thioglycosides, Combination of Trityl Tetrakis(pentafluorophenyl)borate, Iodine and 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ)
- Stereoselective Glycosylation of Thioglycosides Promoted by Respective Combinations of N-Iodo-or N-Bromosuccinimide and Trityl Tetrakis(pentafluorophenyl)borate.Application to One-Pot Sequential Synthesis of Trisaccharide
- The Trityl Tetrakis(pentafluorophenyl)borate Catalyzed Stereoselective Glycosylation Using New Glycosyldonor, 3, 4,, 6-Tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl Phenylcarbonate
- A Useful Method for the Preparation of Carboxylic Esters from Free Carboxylic Acids and Alcohols
- A Convenient Synthesis of Carboxanilides from Silyl Carboxylates and Weakly Nucleophilic Anilines Using p-Trifluoromethylbenzoic Anhydride and a Catalytic Amount of Active Titanium (IV) Salt
- Facile Synthesis of Lactones from Silyl ω-Siloxycarboxylates Using p-Trifluoromethylbenzoic Anhydride and a Catalytic Amount of Active Lewis Acid
- A New and Efficient Method for the Preparation of S-Phenyl Carbothioates via Mixed Anhydrides Using Active Titanium(IV) Salts
- An Efficient Method for the Preparation of Carboxylic Esters via Mixed Anhydrides by the Promotion of a Catalytic Amount of Lewis Acid
- The Catalytic Diels-Alder Reaction Using Combined Catalyst System of Diphenyltin Sulfide or Lawesson's Reagent and Silver Perchlorate
- An Asymmetric Synthesis of Fully Functionalized B Ring System of Taxol
- The Esterification Reaction between Silyl Derivatives of Carboxylic Acids and Alcohols by the Promotion of a Catalytic Amount of Lewis Acid
- Catalytic and Stereoselective Glycosylation with a Novel and Efficient Disarmed Glycosyl Donor : Glycosyl p-Trifluoromethylbenzylthio-p-trifluoromethylphenyl Formimidate
- Synthesis of Vicinal Bis(alkylthio) Derivatives by Reductive Coupling of Dithioacetals Derived from Aromatic Aldehydes with Low Valent Titanium Iodide Species
- A New Method for the Synthesis of Baccatin III
- Stereocontrolled Synthesis of the BC Ring System of Taxol
- Determination of Relative and Absolute Stereochemistry of Cephalosporolide D and Its Enantioselective Total Synthesis
- Enantioselective Borohydride Reduction of N-Diphenylphosphinyl Imines Using Optically Active Cobalt(II) Complex Catalysts
- Practical and Efficient Enantioselective Borohydride Reduction of Aromatic Ketones Catalyzed by Optically Active Cobalt(II)Complexes Using Pre-Modified Borohydride
- Enantioselective Borohydride Reduction of Ketones Catalyzed by Optically Active Cobalt(II)Complexes : Achievement of High Enantioselection by Modified Borohydrides with Furfuryl Alcohol Derivatives
- Convenient Method for One-pot Perparation of 1, 2-Diamines form Nitroolefins
- Stereoselective Synthesis of N-Acetyl-α-neuraminosyl-galactose Disaccharide
- A New Efficient Method for Catalytic Hydrolysis of Thioglycoside
- A Novel Catalyst System, Antimony(V) Chloride-Lithium Perchlorate(SbCl_5-LiClO_4), in the Friedel-Crafts Acylation Reaction
- Highly Stereoselective Synthesis of 1,2-trans-Glycosides Using p-Chlorobenzylated Glycosyl Carbonate as Glycosyl Donor
- Catalytic Stereoselective Synthesis of α-D-Galactopyranosides from 2, 3, 4, 6-Tetra-O-benzyl-D-galactopyranose and Several Alcoholic Nucleophiles
- Diastereoselective Aldol and Reformatsky Reactions of α-Halo Carbonyl Compounds and Aldehydes Mediated by Titanium(II) Chloride
- Efficient Diastereoselective Pinacol Reaction of Aliphatic and Aromatic Aldehydes by Combined Use of Newly Utilized Titanium (II) Bromide and Copper
- A Direct and Selective Syntheses of α, α-Dichloro-and α-Chloro-ethyl Ketones by the Reaction of Alkyl Carboxylates with 1, 1-Dichloroethyllithium
- Diastereoselective Aldol Reaction of α-Bromo Ketones with Aliphatic Aldehydes by Using Titanium(II) Chloride and Copper
- Efficient Method for Pinacol Coupling of Aromatic and Aliphatic Ketones by Using Titanium (II) Chloride and Zinc in the Presence of Pivalonitrile
- Efficient Method for the Preparation of Aromatic Bromides and Iodides by Ferrocenium Tetrakis[3,5-bis(trifluoromethyl)phenyl]borate-Catalyzed Halogenation with Bromine and Iodine Monochloride
- Oxidative Deamination of Various Primary Amines to the Corresponding Carbonyl Compounds by Using N-tert-Butylphenylsulfinimidoyl Chloride
- Oxidation of Various Secondary Amines to Imines with N-tert-Butylphenylsulfinimidoyl Chloride
- A Significant Effect of a Lithium Salt in the Stereocontrolled Synthesis of α-D-Ribofuranosides
- A Convenient Method for the Preparation of Unsymmetrical Bis-Aldols by Way of Sequential Two Aldol Reactions
- A Convenient Method for the Preparation of Nitro Olefins by Nitration of Olefins with Nitrogen Monoxide
- Enantioselective Aerobic Oxidation of Sulfides Catalyzed by Optically Active β-Oxo Aldiminatomanganese(III) Complexes
- An Effective Method for the Preparation of Chiral Polyoxy 8-Membered Ring Enone Corresponding to the B Ring of Taxol
- An Effective Method for the Preparation of Optically Active Polyoxy 8-Membered Ring Enone Corresponding to the B Ring of Taxol
- Diastereoselsctive Pinacol Coupling Reaction of Alipatic and Aromatic Aldehydes Promoted by Low Valent Titanium Iodide in situ Formed by Titanium(IV) Iodide and Copper
- Highly Stereoselective Preparation of α-Glucosides Utilizing Anomerization Reaction with MgBr_2-OEt_2 and a Catalytic Amount of Titanium(IV)tetrahalides
- An Efficient Method for Catalytic Stereoselective Synthesis of α-L-Fucopyranosides
- A New Efficient Method for Stereoselective Synthesis of 2-Deoxy-C-ribofuranosides
- Catalytic Stereoselective Synthesis of Pyrimidine 2-Deoxyribonucleosides
- The Catalytic Friedel-Crafts Acylation Reaction of Aromatic Compounds with Carboxylic Anhydrides Using Combined Catalyst System of Titanium(IV)Chloride Tris(trifluoromethanesulfonate)and Trifluoromethanesulfonic Acid
- New and Efficient Method for the Preparation of Medium-sized Lactones from the Correspondingω-Hydroxycarboxylic Acids
- An Efficient Esterification Reaction between Equimolar Amounts of Free Carboxylic Acids and Alcohols by the Combined Use of Octamethylcyclotetrasiloxane and a Catalytic Amount of Titanium(IV) Chloride Tris(trifluoromethanesulfonate)
- A Convergent Total Synthesis of the Mucin Related F1α Antigen by One-Pot Sequential Stereoselective Glycosylation
- Trityl Tetrakis(pentafluorophenyl)borate Catalyzed Stereoselective Glycosylation Using Glycopyranosyl Fluoride as a Glycosyl Donor
- Highly α-Selective Glycosylation with Glycopyranosyl Fluorides Having Diethylthiocarbamoyl Group
- An Efficient Method for Catalytic and Stereoselective Glycosylation with Thioglycosides Promoted by Trityl Tetrakis (pentafluorophenyl) borate and Sodium Periodate
- A New Method for Oxidation of Various Alcohols to the Corresponding Carbonyl Compounds by Using N-t-Butylbenzenesulfinimidoyl Chloride
- Polymer-supported Sulfinimidoyl Chloride as a Useful Reagent for Oxidation of Various Alcohols to the Corresponding Carbonyl Compounds
- Catalytic Oxidation of Various Alcohols to the Corresponding Carbonyl Compounds with N-Chlorosuccinimide Using a Catalytic Amount of Sulfenamide
- Oxidation of Primary Alkyl Triflates to the Corresponding Aldehydes via Alkoxy(N-tert-butylamino)(methyl)sulfonium Triflates
- An Efficient Method for the p-Methoxybenzylation of Hydroxy Groups with 2-(4-Methoxybenzyloxy)-3-nitropyridine
- A Mild and Efficient Oxidation of Alcohols with N-tert-Butylphenylsufinimidoyl Chloride in the Coexistence of Zinc Oxide
- Benzylation of Alcoholic Hydroxyl Groups with Benzyl Mesylate by Using a Catalytic Amount of Lithium Tetrakis(pentafluorophenyl)borate in the Coexistence of Lithium Triflate and Magnesium Oxide
- A New and One-Pot Synthesis of α,β-Unsaturated Ketones by Dehydrogenation of Various Ketones with N-tert-Butyl Phenylsulfinimidoyl Chloride
- An Efficient Method for Catalytic and Stereoselective Synthesis of 2-Deoxy-α-D-glucopyranosides from 3, 4, 6-Tri-O-benzyl-2-deoxy-D-glucopyranose and Several Alcoholic Nucleophiles
- A Convenient Method for the Preparations of Carboxamides and Peptides by Using Di(2-pyridyl) Carbonate and O
- A Novel Method for the Synthesis of Thiols from the Corresponding Olefins by Using Thiocarbanates and Ti(IV) Halides
- Effective Activation of 'Armed' Thioglycoside with a New Combination of Trityl Tetrakis(pentafluorophenyl)borate [TrB(C_6F_5)_4] and N - (Ethylthio)phthalimide (PhthNSEt)
- Protic Acid Catalyzed Stereoselective Glycosylation Using Glycosyl Fluorides
- 1,2-Cis Selective Glycosylation with Glycosyl Fluoride by Using a Catalytic Amount of Trifluoromethanesulfonic Acid (TfOH) in the Coexistence of Molecular Sieve 5A (MS5A)
- Trifluoromethanesulfonic Acid (TfOH)-Caralyzed Stereoselective Glycosylation Using Glycosyl Fluoride
- Catalytic and Stereoselective Glycosylation with Disarmed Glycosyl Fluoride Having Phthaloyl of Dichlorophthaloyl Protected Amino Function Using a 1:2 Combination or Stannic Chloride adn Silver Tetrakis(pentafluorophenyl)borate
- A Catalytic and Stereoselective Glycosylation with Glucopyranosyl Fluoride by Using Various Protic Acids
- Catalytic and Stereoselective Glycosylation with Disarmed Glycosyl Fluoride by Using a Combination of Stannous(II) Chloride (SnCl_2 ) and Silver Tetrakis(pentafluorophenyl)borate [AgB(C_6F_5)_4] as a Catalyst
- Catalytic Stereoselective Synthesis of α- or β-Glucosides Using a Single Glycosyl Donor, 1-O-2'(2'-Methoxyethoxy)acetyl-Glucopyranose Derivative
- Synthesis of AB Ring Model System of Taxol via Allylation of 8-Membered Ring Compound and Intramolecular Aldol Condensation
- Novel Zirconium-Iron Multinuclear Complex Catalysts for Olefin Polymerizations
- Stereoselective Cyclopolymerization of 1,5-Hexadiene Using Novel Bis(ferrocenyl)zirconocene Catalyst
- Preparation of Narrow Polydispersity Polycaprolactone Catalyzed by Cationic Zirconocene Complexes
- Highly Stereoselective Synthesis of 2'-Deoxy-α-ribonucleosides and 2-Deoxy-α-C-ribofuranosides by Remote Stereocontrolled Glycosylation
- Fluoride Ion-Mediated Intramolecular Aldol Cyclization of 7-(t-Butyldimethylsiloxy)-7-octenal
- O, O'-Di(2-pyridy 1) Thiocarbonate as an Efficient Reagent for the Preparation of Carboxylic Esters from Highly Hindered Alcohols
- Total Asymmetric Synthesis of Taxol by Dehydration Condensation between 7-TES Baccatin III and Protected N-Benzoylphenylisoserines Prepared by Enantioselective Aldol Reaction
- New and Effective Synthesis of 7-Triethylsilylbaccatin III from 7β, 13α-Bistriethylsiloxy-1β, 2α, 10β-trihydroxy-9-oxo-4 (20), 11-taxadiene
- An Efficient Method for the Preparation of Chiral Synthons Starting from Racemic Compounds by Way of Asymmetric Synthesis
- An Efficient Synthesis of 6-Deoxy-D-allose from Simple Achiral Starting Materials
- Direct and Selective Syntheses of α, α-Dichloroethyl Ketones or Their Ethyl Trimethylsilyl Mixed Acetals by the Reactions of Methoxymethyl or Etyhyl Carboxylates with 1, 1-Dichloroethyllithium in the Presence of Chlorotrimethylsilane