Norrish Type I Cleavage of 9-Oxabicyclo[3.3.1]nonan-3-one : A Straightforward Synthesis of (±)-(cis-6-Methyletrahydropyran-2-yl)acetic Acid, a Constituent of Civet
スポンサーリンク
概要
- 論文の詳細を見る
The photo-reaction of 9-oxabicyclo[3.3.1]nonan-3-one (2) was investigated. Upon irradiation in methanol, the ketone (2) predominantly gave the methanol adduct, 3-hydroxymethyl-9-oxabicyclo[3.3.1]nonan-3-ol (3), accompanied with photo-reduced products, exo- and endo-9-oxabicyclo[3.3.1]nonan-3-ol (4 and 5). Irradiation in water resulted in Norrish type I cleavage to give directly (cis-6-methyletrahydropyran-2-yl)acetic acid (1), a constituent of civet, in moderate yield.
- 社団法人日本薬学会の論文
- 1995-03-15
著者
-
田辺 元三
近畿大学薬学部
-
村岡 修
Faculty of Pharmaceutical Sciences, Kinki University
-
田辺 元三
Faculty of Pharmaceutical Sciences, Kinki University
-
前田 知美
Faculty Of Pharmaceutical Sciences Kinki University
-
村岡 修
Faculty Of Pharmaceutical Sciences Kinki University
-
田邉 元三
近畿大薬
-
奥村 正文
Faculty of Pharmaceutical Sciences, Kinki University
-
王 礼[チン]
Divison of Organic Chemistry, China Pharmaceutical University
-
奥村 正文
Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University
-
王 礼
National Univ. Singapore Sgp
-
村岡 修
近畿大薬:近畿大薬総研
関連論文
- C-17 カンカニクジュヨウ(Cistanche tubulosa)の肝保護作用成分(女性医学・肝,一般演題口演,第24回和漢医薬学会大会 和漢薬の複雑さ-経験知と科学知-)
- オザグレルの経皮吸収および飽和脂肪酸による吸収促進
- Comparison of the in Vitro Skin Penetration of Propiverine with That of Terodiline
- Physicochemical and Hydrolytic Characteristics of Phenytoin Derivatives
- Pharmacokinetic Analysis of Phenytoin and Its Derivatives in Plasma and Brain in Rats
- P-50 α-グルコシダーゼ阻害剤,kotalanolの合成研究(ポスター発表の部)
- 砂漠人参カンカニクジュョウ(Cistanche tubulosa)の肝保護活性成分--構造活性相関と作用機作 (食品薬学シンポジウム講演要旨集)
- 薬用食品スイボンソウ(Sedum sarmentosum)の新規配糖体成分と肝保護作用 (食品薬学シンポジウム講演要旨集)
- P-60 α-Glucosidase阻害剤,Salacinol類縁体の合成と構造活性相関(ポスター発表の部)
- サラシノールの側鎖部デキオシ類縁体の合成
- N-アダマンチル不飽和脂肪酸アミドの合成
- サラシノールの含窒素類縁体合成とそのa-グルコシダーゼ阻害活性に関する構造活性相関の検討
- 陽イオン性紫外線吸収剤の簡便合成
- 12 スリランカ産天然薬物"Kotala himbutu" (Salacia reticulata) の抗糖尿病作用成分 : 新奇なチオ糖スルホニウム硫酸分子内塩構造を有するα-グルコシダーゼ阻害成分Salacinol及びKotalanolの構造(口頭発表の部)
- ABSOLUTE STEREOSTRUCTURES OF HOVENIDULCIOSIDES A_1 AND A_2,BIOACTIVE NOVEL TRITERPENE GLYCOSIDES FROM HOVENIAE SEMEN SEU FRUCTUS, THE SEEDS AND FRUIT OF HOVENIA DULCIS THUNB.
- Norrish Type I Cleavage of 9-Oxabicyclo[3.3.1]nonan-3-one : A Straightforward Synthesis of (±)-(cis-6-Methyletrahydropyran-2-yl)acetic Acid, a Constituent of Civet
- Favorskii Reaction of 2-Bromobicyclo[3.3.1]nonan-3-one
- ABSOLUTE STEREOSTRUCTURES OF PAEONISOTHUJONE, A NOVEL SKELETAL MONOTERPENE KETONE, AND DEOXYPAEONISUFFRONE, AND ISOPAEONISUFFRAL, TWO NEW MONOTERPENES, FROM MOUTAN CORTEX
- CHEMICAL TRANSFORMATION FROM DIHYDROISOCOUMARIN INTO BENZYLIDENEPHTHALIDE BY USE OF REGIOSPECIFIC OXIDATIVE LACTONIZATION MEDIATED BY COPPER CHLORIDE (II) : SYNTHESES OF THUNBERGINOL F AND HYDRAMACROPHYLLOL A AND B
- Influence of Endotoxin and Lipid A on the Renal Handling and Accumulation of Gentamicin in Rats
- 2(3H)- and 2(5H)-Furanones. IV. The Di-π-methane Rearrangement of 3,4-Bis(phenymethyl)-2(5H)-furanone
- 85 2-Alkyl-ω-azabicyclo[3.n.1]alkan-3-one類の位置選択的α開裂を利用したα,α'位シス置換ピペリジン及びピロリジンアルカロイドの合成(ポスター発表の部)
- Bicyclo[3.3.1]nonanes as Synthetic Intermediates. XVII. : A Novel Interconversion between Bicyclo-[4.3.1]decane and Tricyclo[4.3.1.0]decane Systems via the Dual Mode of Aldol Cyclization of Bicyclo-[4.3.1]decane-3,8-dione
- Bicyclo[3.3.1]nonanes as Synthetic Intermediates. XVI. On the Selectivity in the Ring Enlargement of the Bicyclo[3.3.1]nonan-2-one System
- Bicyclo[3.3.1]nonanes as Synthetic Intermediates. XV. : Ring Enlargement of Bicyclo[3.3.1]nonane-2,6-dione and Bicyclo[3.3.1]nonan-2-one; Revision of the Literature
- Bicyclo [3. 3. 1] nonanes as Synthetic Intermediates. IX. Photo-Irradiation of Bicyclo [3....1] alkan-3-one in Cyclohexane : A Selective Photo-Reduction with Predominance of endo-Hydrogenation
- Bicyclo [3. 3. 1]nonanes as Synthetic Intermediates. IV. Behavior of Bicyclo [3. n. 1] alkan-3-ones toward the Baeyer-Villiger Oxidation
- Bicyclo [3. 3. 1] nonanes as Synthetic Intermediates. III. The Baeyer-Villiger Oxidation of Some Bicycloalkyl Phenyl Ketones
- Studies on Antiulcer Agents. III. Plausible Mechanism of Antisecretory Action of Ethyl 2-[(1H-Benzimidazol-2-yl)sulfinylmethyl]-4-dimethylamino-5-pyrimidinecarboxylate, an H^+/K^+-ATPase Inhibitor, Based on Its Reaction with Thiols
- Bicyclo [3. 3. 1] nonanes as Synthetic Intermediates. II. Synthesis of Bicyclo [3. n. 1] alkan-3-one via α, α'Annelation of Cycloalkanone
- Bicyclo [3.3.1] nonanes as Synthetic Intermediates. I. Improved Synthetic Methods for Bicyclo [3.3.1] nonan-3-one
- (+)-2-β-エチル-9-アザビシクロ[3.3.1]ノナン-3-オンのノリッシュI型光開裂 : インドリチジン223ABの簡便なエナンチオ選択的形成合成
- α-Bromo-α, α-difluoroallyl Derivatives as Synthetic Intermediate : Nucleophilic Substitution of α-Bromo-α, α-difluoroally Derivatives in the Presence of Palladium Catalysts
- Fluorinative Beckmann Frangmentation : Fluorinative α-Cleavage of Cyclic ketoximes by Diethylaminosulfur Trifluoride
- タクラマカン砂漠の人参"カンカ"の効能 : 砂漠緑化と生薬資源確保の両立を目指して
- 薬用食品カンカニクジュヨウとサラシアの生体機能と資源保護 (特集 生薬資源と漢方)
- Phenolic Compounds of Chromolaena odorata Protect Cultured Skin Cells from Oxidative Damage: Implication for Cutaneous Wound Healing
- Chalcones as Synthetic Intermediates. A Facile Route to (±)-Magnosalicin, an Antiallergy Neolignan
- パーキンソン病治療薬の開発(第1報) : シンメトレル類縁体の合成
- 1 サラキア属植物由来抗糖尿病成分の構造とその関連化合物の活性評価(口頭発表の部)