Synthetic Studies on a Picrotoxane Sesquiterpene, Coriamyrtin. II. An Effective Stereocontrolled Synthesis of the Picrotoxane Skeleton Except for a C_1 Unit at the C_9 Position and Functionalization of the Five-membered Ring

スポンサーリンク

概要

• 論文の詳細を見る

• The picrotoxane skeleton (5) except for a C_1 unit at the C_9 position was effectively synthesized starting from protoanemonin and 2-methyl-1,3-cyclopentanedione through five steps. The key reaction of this synthesis was the Grignard reaction of the ester (6) with isopropenylmagnesium bromide. A synthetic approach for completing the total synthesis of coriamyrtin (4) by functionalization of the five-membered ring of the lactone (5) was also examined.

• 公益社団法人日本薬学会の論文
• 1983-06-25

著者

• 内山 文昭

  Faculty Of Pharmaceutical Sciences Kyoto University

• 犬伏 康夫

  Faculty of Pharmaceutical Sciences, Kyoto University

• 田中 圭

  Faculty Of Pharmaceutical Sciences Kyoto University

• 田中 圭

  静岡県大 薬

• 犬伏 康夫

  Faculty Of Pharmaceutical Sciences Kyoto University

• 池田 隆春

  Faculty of Pharmaceutical Sciences, Kyoto University

• 田中 圭

  京都大学薬学部

• 池田 隆春

  Faculty Of Pharmaceutical Sciences Kyoto University

• 田中 圭

  Faculty of Eng., Oita Univ.

関連論文

• Synthetic Studies on dl-Aspterric Acid, a Carotane-Type Sesquiterpene. II. Synthesis of dl-Aspterric Acid(Organic,Chemical)
• THE INHIBITION OF THE PHOTOCHEMICAL DIMERIZATION OF 1,3-DIMETHYLTHMINE BY FLAVIN AND 5-DEZAFLAVIN DERIVATIVES
• Synthetic Studies on a Picrotoxane Sesquiterpene, Coriamyrtin. I. The Grignard Reaction of 5-(2-Methyl-1,3-dioxo-2-cyclopentyl) methyl-2,5H-furanone with Isopropenylmagnesium Bromide and Stereochemistries of the Products
• Chiral Piperazines as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes
• Synthesis of Chiral 5-Deazaflavin Derivatives and Their Use in Asymmetric Reduction of Ethyl Benzoylformate(Organic,Chemical)
• Studies on Pilocereine and Related Compounds. III. Synthesis of 2,2', 3-Trimethoxydiphenyl Ether-4', 5- and -4', 6-dicarboxaldehyde.
• Studies on Pilocereine and Related Compounds. II. Cleavage of O-Methylisopilocereine by Metallic Potassium in Liquid Ammonia.
• 4.Pilocereineの異性体Isopilocereineの構造について
• THE REDUCTIVE REPAIR OF ADENINE-1-OXIDE DERIVATIVES TO ADENINE DERIVATIVES BY γ-GLUTAMYLCYSTEINYLGLYCINE (GLUTATHIONE)
• A Stereoselective Synthesis of dl-Pumiliotoxin C
• exo-Adduct Predominance in the Diels-Alder Reaction of Novel 1,3-Bis-(trimethylsiloxy) cyclohexa-1,3-dienes with Acrylonitrile
• 56 dl-Pumiliotoxin Cの立体選択的合成
• Regioselective Intramolecular Aldol Condensation by Using Excess Morpholine-Camphoric Acid
• Total Syntheses of the Lycopodium Alkaloids (±)-Fawcettimine and (±)-8-Deoxyserratinine
• Synthetic Studies on 8-Deoxyserratinine Type Alkaloids. Selective Cyclization of the 1,2-Cyclohexanediacetaldehyde Derivative by Intramolecular Aldol Condensation
• The Stereochemistry of Diels-Alder Adduct of 2-(3-Acetoxypropyl)-5-methylcyclohex-2-en-1-one with Butadiene
• REDOX POTENTIAL OF OLIGONUCLEOTIDE LINKED TO 5-DEAZAFLAVIN COENZYME MODEL. DETECTION OF HYBRID FORMATION BY CYCLIC VOLTAMMOMETRY
• HYBRIDIZATION OF OLIGODEOXYNUCLEOTIDE WITH REXOD COENZYME MODEL; SYNTHESIS AND PROPERTIES OF THYMIDINE DECAMERS COVALENTLY LINKED TO 5-DEAZAFLAVIN
• Triterpenoid Chemistry. VI. Lycopodium Triterpenoid. (5). The Structures and Stereochemistry of Serratriol, 21-Episerratriol, and Lycoclavanol
• 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
• Total Synthesis of the Alkaloid (±)-Dendrobine
• 39 dl-Dendrobineの全合成
• 光学活性リン試薬を用いる不斉レフィン化
• THREE NEW DITERPENOIDS FROM TAXUS CHINENSIS
• Total Synthesis of dl-Cepharamine
• 8 (±)-Cepharamineの合成
• Structure of Serratanidine
• SYNTHESIS OF A 5-DEAZA-10-SELENAFLAVIN DERIVATIVE, A NEW TYPE OF 5-DEAZAFLAVIN REDOX COENZYME MODEL
• Asymmetric Reduction with 5-Deazaflavin. III. : Reduction of Ethyl Benzoylformate in the Presence of Chiral Ligand
• A New Synthetic Approach to 5-Deazaflavin and 5- Deaza-10-thiaflavin
• Asymmetric Reduction with 5-Deazaflavin. II. : Synthesis of Some Chiral 5-Deazaflavin Derivatives
• Simple New Method for the Synthesis of 5-Deaza-10-oxaflavin, a Potential Organic Oxidant
• 5-Arylidene 1,3-Dimethylbarbituric Acid Derivatives, Mild Organic Oxidants for Allylic and Benzylic Alcohols
• New Synthetic Routes to (±)-Perhydrohistrionicotoxin. Stereoselective Synthesis of (6S^*, 7S^*, 8S^*)-7-Butyl-8-hydroxy-1-azaspiro [5.5]-undecan-2-one and Its (6R^*)-Isomer
• 46 Perhydrohistrionicotoxinの立体選択的合成研究
• The Structure of Serratenediol.
• Synthetic Studies on a Picrotoxane Sesquiterpene, Coriamyrtin. III. Completion of the Stereocontrolled Total Synthesis of (±)-Coriamyrtin
• Synthetic Studies on a Picrotoxane Sesquiterpene, Coriamyrtin. II. An Effective Stereocontrolled Synthesis of the Picrotoxane Skeleton Except for a C_1 Unit at the C_9 Position and Functionalization of the Five-membered Ring
• 天然物合成から (有機合成の考え方--研究テ-マはどのように生まれ育ったか) -- (有機合成の発想・展開・展望--われわれの体験から)
• 41 ピクロトキサン型セスキテルペン,コリアミルチンの合成研究
• Synthesis of dl-Pumiliotoxin C Hydrochloride and Its Crystal Structure
• Total Synthesis of the Alkaloid (±)-Metaphanine
• Total Synthesis of the Alkaloid, (±)-Hasubanonine
• 24 (±)Hasubanonineの合成
• The Plane Structure of Serratinine
• Serratinine ; A Novel Skeletal Lycopodium Alkaloid
• ピクロトキサン骨格を有する天然物の合成研究
• Chemical Conversion of Stepinonine to Bisbenzylisoquinoline Alkaloids
• Structure of Stepinonine : a New Dimeric Benzylisoquinoline-2-phenyl-s-homotetrahydroisoquinoline Alkaloid
• 21-Episerratenediol, Isolation and its Structure
• Synthesis of Trilobine, Isotrilobine, and Obaberine
• Constitution of Four New Hasubanan Alkaloids from Stephania japonica MIERS
• 防己科植物アルカロイド研究(第230報) : 台湾産ハスノハカズラStephania japonica MIERSのアルカロイド Prometaphanineの構造
• Studies on the Alkaloids of Menispermaceous Plants. CCXV. Alkaloids of Stephania japonica MIERS. (Suppl. 13). Structure of Metaphanine. (2).
• Studies on the Alkaloids of Menispermaceous Plants. CCXIV. Alkaloids of Stephania japonica MIERS. (Suppl. 12). Structure of Metaphanine. (1)
• MILD OXIDATION OF ALLYLIC AND BENZYLIC ALCOHOLS WITH 5-ARYLIDENE BARBITURIC ACID DERIVATIVES AS A MODEL OF REDOX COENZYMES
• Isolation and Structure of Phlegmanol F
• Alkaloids of the Leaves of Cocculus laurifolius DC. II. The Structure of Erythroculine
• Studies on the Alkaloids of Menispermaceuos Plants. CCX. Alkaloids of Stephania japonica MIERS. (Suppl. 9). Structure of Hasubanonine and Homostephanoline
• Total Synthesis of the Lycopodium Alkaloid dl-Serratinine
• The Stereochemistry of Diels-Alder Adduct of 5-Methyl-2-cyclohexene-1-one with Butadiene
• The Substituent Effect on the Addition Course of the Diels-Alder Reaction of 2-Methyl-5-substituted-1,4-benzoquinones with Butadiene
• FORMATION OF 4a, 5-DIHYDRO-4a-HYDROXY-5-DEAZAFLAVINS IN THE REACTION OF 1,5-DIHYDRO-5-DEAZAFLAVINS WITH m-CHLOROPERBENZOIC ACID AND THEIR PYRIMIDINE RING CONTRACTION WITH BASE
• The Structures of Two Lycopodium Alkaloids, Lycothunine and Lycophlegmarine, and the Configuration of the C_3-C_4 Bond of Fawcettimine and Fawcettidine
• Synthesis of 7,8-Dimethoxy-N-methyl-2-phenyl-1,2,4,5-tetrahydro-3H-3-benzazepin-1-ol
• The Structure of Shihunine, a New Phthalide-Pyrrolidine Alkaloid
• A Reversible Rearrangement of Dendrobinic Acid to a Lactam Derivative
• Shihunine : A New Phthalide-Pyrrolidine Alkaloid
• Structure of Serratinidine and Fawcettidine. A New Type of Lycopodium Alkaloid
• Stereochemistry and Biogenesis of Serratinine
• Isolation and Characterization of Alkaloids of the Chinese Drug "Chin-Shih-Hu."
• ハスバナンアルカロイドの全合成
• The Structure of Dendramine
• Tohogenol and Tohogeninol
• Total Synthesis of dl-Chamaecynone, a Termiticidal Norsesquiterpene
• The Revised Stereostructures of the Diels-Alder Adducts of l-Carvone with Butadiene
• Structure of Serratine
• 生物劣化を受けた木材の曲げおよび圧縮強度特性とその劣化評価

もっと見る 閉じる

スポンサーリンク