Terpenoids. XLIX. Reactions of Shikoccin : Oxidation, Catalytic Reduction, and Conversion into the Abietane Skeleton

スポンサーリンク

概要

• 論文の詳細を見る

• The Jones oxidation of shikoccin (1), the major diterpenoid of Rabdosia shikokiana var. occidentalis, unexpectedly provided products 3 and 4. Tetrahydroshikoccin (6) afforded the abietane-type compound 11 upon Jones oxidation.

• 公益社団法人日本薬学会の論文
• 1985-03-25

著者

• 藤田 榮一

  Osaka University of Pharmaceutical Sciences

• 冨士 薫

  Institute For Chemical Research Kyoto University

• 藤田 栄一

  京都大学化学研究所

• 伊藤 望

  Research Laboratories Nippon Shoji Kaisha Ltd.

• 藤田 栄一

  Osaka University Of Pharmaceutical Sciences

• 内田 逸郎

  Exploratory Research Laboratories, Fujisawa Pharmaceutical Co., Ltd.,

• 藤田 榮一

  Institute for Chemical Research, Kyoto University

• 内田 逸郎

  Exploratory Research Laboratories Fujisawa Pharmaceutical Co. Ltd.

関連論文

• The Biological Activities of Podophyllotoxin Compounds
• RADIOSENSITIZING HYPOXIC CELLS WITH NEW 3-NITRO-1,2,4-TRIAZOLE DERIVATIVES IN VITRO AND IN VIVO
• Diastereoselectivity in Addition of Methylmagnesium Halide to Benzoylformate of Chiral 1,1'-Binaphthalene-2,2'-diol
• クロバナヒキオコシIsodon trichocarpus KUDOの生長にともなう各主ジテルペノイド成分の量的変化そのGC, GC-MSによる検討
• Chiral Piperazines as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes
• Terpenoids(第31報)Isodon属植物ジテルペノイドのBiogenesisにもとづく分類
• 16 ツルニガクサTeucrium viscidum var. Miquelianumのノルジテルペンについて
• Terpenoids. XXIV. Isolation of Isodonal and Epinodosin from Isodon japonicus and Structure Elucidation of Sodoponin and Epinodosinol, Novel Diterpenoids of the Same Plant
• Terpenoids. XXI. The Structure and Stereochemistry of Isodotricin, a Diterpenoid of Isodon trichocarpus and I. japonicus
• 20 Enmeinの全合成
• 38 Enmein全合成へのapproach
• Terpenoids. XVII. Chemical Conversion of Trichokaurin into Isodocarpin via a Direct Pathway
• Terpenoids(第13報) : Enmeinから誘導される各種立体異性体の薄層クロマトグラフィー
• クロバナヒキオコシ Isodon trichocarpus KUDO の茎の成分研究
• Terpenoids(第6報) : ヒキオコシ Isodon japonicus HARA から Enmein および Enmein 3-acetate の分離について
• The Absolute Configuration of Enmein Transformation of Enmein into (-)-Kaurane
• Lythraceous Alkaloids. XIV. Kinetic Equalization of Carbon-13 Nuclear Magnetic Resonance Chemical Shifts in N, O-Dimethyllythranidine, a Cyclophane Bearing Asymmetric Carbon Atoms
• Lythraceous Alkaloids. XIII. X-Ray Determination of the Molecular Structures of O-Methyllythranidine N, O, O-Triformate, 22-Bromolythranine N, O, O-Triacetate, and O-Methyldeacetyllythramine
• Lythraceous Alkaloids. XII. Circular Dichroism Studies on Lythranine-Type Alkaloids
• Lythraceous Alkaloids. X. Alkaloids of Lagerstroemia subcostata and L. favriei : A Contribution to the Chemotaxonomy
• Lythraceous Alkaloids. II. The Structure of O-Methyllythranidine
• Lythraceous Alkaloids. I. Characterization of the Novel Alkaloids, Lythranine, Lythranidine, and Lythramine isolated from Lythrum anceps MAKINO
• HYBRIDIZATION OF OLIGODEOXYNUCLEOTIDE WITH REXOD COENZYME MODEL; SYNTHESIS AND PROPERTIES OF THYMIDINE DECAMERS COVALENTLY LINKED TO 5-DEAZAFLAVIN
• Use of 1,1'-Binaphthalene-8,8'-diol as a Chiral Auxiliary for Asymmetric Michael Addition. Application to the Syntheses of Turmeronol A and B
• Spectroscopic Identification of 3-Substituted 4-Methoxycarbonyl-1,3-thiazolidine(or-oxazolidine)-2-thiones and 2-Substituted Thio-4-methoxycarbonyl-Δ^2-1,3-thiazolines(or -oxazolines)
• Substituent Effect of the Benzene Ring on Thermal Rearrangement of the Substituted Benzyl Group from exo-S to N(3) in (rac)2-Substituted Benzylthio-4-methoxycarbonyl-Δ^2-1,3-thiazolines
• Syntheses of (rac)3-Substituted 4-Methoxycarbonyl-1,3-thiazolidine-2-thiones via Rearrangement of a Substituted Group from exo-S to N in (rac)2-Substituted Thio-4-methoxyarbonyl-Δ^2-1,3-thiazolines
• 56 シイタケ菌発育阻害因子,Trichopolynの構造研究
• Cytotoxic Activity of Marine Algae and a Cytotoxic Principle of the Brown Alga Sargassum tortile
• Cytotoxic Triterpenes from a Chinese Medicine, Goreishi
• ENHANCED REACTIVITY OF ZINC ENOLATES OVER LITHIUM ENOLATES IN ASYMMETRIC NITROOLEFINATION
• Design and Synthesis of Antitumor Compounds Based on the Cytotoxic Diterpenoids from the Genus Rabdosia
• A Chiral Synthesis of a Unique Secodehydroabietane from Tall Oil
• Terpenoids. LIV. : The Structures of Rabdoinflexins A and B, New Diterpenoids from Rabdosia inflexa (THUNB.) HARA
• Terpenoids. LIII. : Antitumor Activity of Trichorabdals and Related Compounds
• Terpenoids. LII. : The Structures of Trichorabdal F, Trichorabdal G Acetate, and Trichorabdal H. A Comment on the Structure of Shikodonin
• Terpenoids. LI. : Structures of Antitumor Diterpenoids, Trichorabdals A-E, Isolated from Rabdosia trichocarpa
• THE STRUCTURES OF FOUR NEW DITERPENE ALKALOIDS, SPIRAMINES A, B, C, AND D(Communications to the Editor)
• Terpenoids. L. Antitumor Activity of Diterpenoids from Rabdosia shikokiana var. occidentalis
• Terpenoids. XLVIII. New Diterpenoids from Rabdosia shikokiana var. occidentalis
• Hard Acid and Soft Nucleophile System. VII. A Convenient Reduction of Functionalized Polyarenes to Parent Polyarenes
• ANTITUMOR ACTIVITY OF DITERPENOIDS, TRICHORABDALS A, B, AND C, AND THE RELATED COMPOUNDS : SYNERGISM OF TWO ACTIVE SITES
• RADICAL CATION INDUCED REDUCTIVE DEHALOGENATION OF ORTHO- AND PARA-HALOPHENOLS AND THEIR DERIVATIVES
• Hard Acid and Soft Nucleophile System. VI. A Convenient Synthesis of Alkylthiopolycyclic Aromatics with a Metal Halide and Thiol System
• Studies on the Alkaloids of Thalictrum Thunbergii DC. XVIII. Total Synthesis of optically Active Natural O-Methylthalicberine
• P-1 中国産イチイ科植物Taxus chinensisの新ジテルペノイド(ポスター発表の部)
• ON THE STRUCTURES OF SIX NEW DITERPENOIDS, TAXCHININS E, H, I, J, K AND TAXCHIN B
• SELECTIVE DEMETHYLATION OF ALIPHATIC METHYL ETHER IN THE PRESENCE OF AROMATIC METHYL ETHER WITH THE ALUMINUM CHLORIDE-SODIUM IODIDE-ACETONITRILE SYSTEM
• Terpenoids. XLIX. Reactions of Shikoccin : Oxidation, Catalytic Reduction, and Conversion into the Abietane Skeleton
• THREE NEW 8,9-SECO-ENT-KAURANE DITERPENOIDS FROM RABDOSIA SHIKOKIANA (LABIATAE)
• A Chiral Nonracemic Enolate with Dynamic Axial Chirality: Direct Asymmetric Alkylation of α-Amino Acid Derivatives (SYNTHETIC ORGANIC CHEMISTRY-Fine Organic Synthesis)
• Visualization of Molecular Length of α, ω-Diamines and Temperature by a Receptor Based on Phenolphthalein and Crown Ether (SYNTHETIC ORGANIC CHEMISTRY-Fine Organic Synthesis)
• Synthesis of Extremely Simplified Compounds Possessing the Key Pharmacophore Units of Taxol, Phenylisoserine and Oxetane Moieties
• The First Synthesis of an Optically Active Molecular Bevel Gear with Only Two Cogs on Each Wheel (SYNTHETIC ORGANIC CHEMISTRY-Fine Organic Synthesis)
• 光学活性リン試薬を用いる不斉レフィン化
• Effects of Cholesterol on the Miscibility of Synthetic Glucosamine Diesters in Lipid Bilayers and the Entrapment of Superoxide Dismutase into the Positively Charged Liposomes
• THREE NEW DITERPENOIDS FROM TAXUS CHINENSIS
• Hard Acid and Soft Nucleophile Systems. Part 13. Aluminum Chloride-Sodium Iodide-Acetonitrile System : A Very Mild Reagent for Selective Dealkylation (Commemoration Issue Dedicated to Professor Shigeo Tanimoto On the Occation of His Retirement)
• SYNTHESIS, STRUCTURE, AND SELF-OXIDATION OF ALKYNYL(PHENYL)IODONIUM PERIODATES
• Regioselective Hydroxylation in the C Ring of ent-Kaurene ; Syntheses of ent-11α-Hydroxykaurene and ent-11α-Hydroxykauren-15-one
• Hard Acid and Soft Nucleophile System. IV. Removal of Benzyl Protecting Group with Boron Trifluoride Etherate and Dimethyl Sulflide
• Terpenoids. XXXVII. Hypoiodite Reactions with 6-Hydroxy-17-norkaurane- and 7-Norgibberellane-derivatives
• 22 C_ジベレリンの合成研究
• 13 核間窒素原子を有する二環性アルカロイドの単純化不斉合成(口頭発表の部)
• A CONVENIENT METHOD FOR THE SYNTHESIS OF αβ-UNSATURATED CARBOXYLIC ACID AMIDES UTILIZING A NEW HETERO-BIFUNCTIONAL REAGENT, DMPATT
• Silicon-Assisted Ring Opening of Cyclopropyl Ketones with Boron Trifluoride-Acetic Acid Complex
• Stereoselective Syntheses of E- and Z-9,11-Dodecadien-1-yl Acetates : The Major Sex Pheromones of the Red Bollworm Moth
• Umpolung of Reactivity of Allylsilane, Allylgermane, and Allylstannane via Their Reaction with Thallium (III) Salt : A New Allylation Reaction for Aromatic Compounds
• Umpolung of Reactivity of Allylsilane, Allylgermane, and Allylstannane : Allylation of Aromatic Compounds with Allylmetal and Arylthallium Bis (trifluoroacetate)
• アリルケイ素化合物を用いる有機合成反応--特にアリルカチオン等価体としての有用性 (「有機ケイ素化合物の化学とその応用」特集号)
• Kaurene関連ジテルペンの反応および合成 (天然物化学′80A)
• Terpenoids. XLIII. Total Synthesis of rac-Kaur-16-ene-11α, 15α-diol
• Terpenoids. XLII. A Convenient Stereoselective Transformation of 16-Exocyclic Methylene Group into Carboxy Group in ent-Kaurene and Its 19-Oic Acid
• 28 硝酸タリウム(III)を用いるkaurene型ならびに関連ジテルペン類の酸化および転位反応
• Terpenoids. XXXIII. Chemical Conversion of Enmein into Enmelol
• Terpenoids. XXVI. Structures of Lasiokaurinol and Lasiokaurinin, Two Novel Diterpenoids of Isodon lasiocarpus (HAYATA) KUDO
• Terpenoids. XX. The Structure and Absolute Configuration of Lasiokaurin and Lasiodonin, New Diterpenoids from Isodon lasiocarpus (HAYATA) KUDO
• Iodine (III)-Mediated Intramolecular Cyclization of Hydroxy Allylsilanes : Synthesis of 5- or 6-Membered β-Methylene Cyclic Ethers
• Iodine (III)-Mediated Allylation of Aromatic Compounds and Alcohols Using Allylmetal (Group IVb) Compounds
• Thallium (III)-Mediated Allylation of Alcohols and Carboxylic Acids : Umpolung of Reactivity of Allylmetal (Group IVb) Compounds
• Facile 1,4-Silyl Rearrangement with Concomitant Loss of a Benzenesulfonyl Group : One-Pot Synthesis of Allyloxysilanes
• A New Synthesis of Olefins via the Elimination Reaction of β-Tributylstannyl Organosulfur Compounds
• A New Synthesis of Allyl Nitrates from Allylmetal (Group IVb) Compounds and Thallium (III) Nitrate
• A NEW METHOD FOR REGIOSELECTIVE SYNTHESIS OF α-SUBSTITUTED ALLYLSILANES AND ITS APPLICATION TO THE SYNTHESIS OF E- AND Z-TAGETONES
• New Allylation Reaction using Allylmetal (Group IVb) Compounds : Synthesis of N-Allylamides
• Diazidation of Allylsilanes with a Combination of Iodosylbenzene and Trimethylsilyl Azide, and Synthesis of Allyl Azides
• Burgenstock立体化学会議
• A Versatile Synthesis of (±)-Solenopsin A
• The First Example for Cycloenantiomeric Hexahomooxacalix[3]arenes
• The '2+1' Construction of Homooxacalix[3]arenes Possessing Different Substituents on Their Upper Rims
• Preparation of Nitroalkenes : Substitution Reaction via Addition-Elimination Using β-Nitrovinyl Sulfoxides.
• Hard Acid and Soft Nucleophile Systems. Part 12. : Regioselective Functionalization of 1,3-Dienes through the Lewis Acid Mediated Thienium Cation Diels-Alder Reaction.
• Asymmetric Diels-Alder Cycloaddition with Chiral 2-Alkylsulfinyl-1-nitroalkenes.
• PB133 ENANTIOSELECTIVE TOTAL SYNTHESES OF (+)-PODOCARPIC ACID AND RELATED DITERPENOIDS
• Addition-Elimination Strategy for Asymmetric Induction : A Chiral Sulfoxide as a Leaving Group.
• A Formal Asymmetric Synthesis of Calabar Bean Alkaloids
• New Chiral Shift Reagents, Optically Active 2,2'-Dihydroxy-1,1'-binaphthyl and 1,6-Di(o-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol.
• Conformational Difference between Mono- and Diprotonated cis-2,5-Diphenylpiperazinium Salts in the Solid State
• Conformation of 1, 4-Dineopentyl-2, 5-cis-diphenylpiperazinc and Its Diammonium Salts : Remarkable Change in Conformation Depending upon the Counter Anion
• A Total Synthesis of (-)-Physostigmine.

もっと見る 閉じる

スポンサーリンク