Terpenoids. XXXIII. Chemical Conversion of Enmein into Enmelol
スポンサーリンク
概要
- 論文の詳細を見る
After several preliminary experiments, enmein (1) was converted into enmelol (2). The route consists of the following steps : (i) Enmein (1) was converted into lactone ester 40 via 3,8,9,and 10. (ii) An acyloin product 42 derived from 40 was transformed into 15-kaurene derivative 61,via epoxide 56,1β-ol 57,acetate 58,and 15-ol 59. (iii) By photosensitized oxygenation of 61,allyl alcohol 62 and αβ-unsaturated ketone 63 were yielded. (iv) Enmelol (2) and 15-epienmelol (69) were derived from 63 and 62,respectively.
- 公益社団法人日本薬学会の論文
- 1975-04-25
著者
-
藤田 栄一
京都大学化学研究所
-
藤田 栄一
Institute for Chemical Research, Kyoto University
-
中村 薫竹
Institute for Chemical Research, Kyoto University
-
藤田 栄一
Institute For Chemical Research Kyoto University
-
中村 薫竹
Institute For Chemical Research Kyoto University
関連論文
- The Biological Activities of Podophyllotoxin Compounds
- 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
- Monitored Aminolysis of 3-Acyl-1,3-thiazolidine-2-thiones : Synthesis of Amides and Amide Alkaloids
- 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
- Terpenoids. IX. The Structure and Absolute Configuration of Isodocarpin, a New Diterpenoid from Isodon trichocarpus KUDO and I. japonicus HARA
- Terpenoids. VII. The Structure and Absolute Configuration of Nodosin, a New Diterpenoid from Isodon Species
- On the Constituents of Nauclea orientalis L. I. Noreugenin and Naucleoside, A New Glycoside. : Terpenoids V
- 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
- 1 ミソハギのアルカロイド,lythranine,lythranidineおよびlythramineの構造
- 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
- 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
- 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
- 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)
- Antitumor Activity of Rabdosia and Teucrium Diterpenoids against P 388 Lymphocytic Leukemia in Mice
- 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
- Absolute Configuration of Lythrancine-I, -II, -III, -IV, Lythrancepine-I, -II, and -III
- 12 ミソハギの新塩基Lythrancine-I〜IV及びLythrancepine-I〜IIIの構造について
- 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
- Studies on the Alkaloids of Thalictrum Thunbergii DC. II. A Quaternary Base in the Stem and Leaves.
- 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
- Reactions of Enmein-type Compounds with Lead Tetraacetate Iodine under Irradiation
- Diazidation of Allylsilanes with a Combination of Iodosylbenzene and Trimethylsilyl Azide, and Synthesis of Allyl Azides
- スペルミジンシデロホア,パラバクチンの全合成(発表論文抄録(1984年),福山大学開学10周年記念号)
- Antitumor Activity of Acylated Oridonin
- An Efficient Method for Selective Acetylation of Alcoholic Hydroxyl Groups
- Utilization of Derivatives of Thiazolidine-2-thione : Esterification
- Useful Dethioacetalization with Soft Acid Metal Salts : Thallium Trinitrate and Mercuric Perchlorate
- Dethioacetalization with Thallium (III) Nitrate
- テルペノイド(第23報)カウレンのヒドラジン-ヒドラジン塩酸塩での還元
- Burgenstock立体化学会議
- オクテット
- 有機合成における保護基 : その最近の進歩
- A Versatile Synthesis of (±)-Solenopsin A
- 「薬学生の一般教育をより意義あるものにするためには」のパネルを読んで
- メリットを生かして合理的な運用を(ポスターセッションを考える)
- 6 グラヤノトキシン類の合成研究
- 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
- 生理活性物質に対する新しい合成戦略 (新しい有機合成の展望--第一線化学者の考え方・進め方)
- 高選択的不斉誘導法
- 若干の大環状アルカロイドの合成
- Total Synthesis of Optically Active Natural O-Methylthalicberine
- サツマイナモリ Ophiorrhiza japonica B_L. の成分研究