Diterpenoids. XVII. Epimerization at Lactonization of 6β-Hydroxy-enantio-podocarpan (and 8-monoen-) 16-oic Acid (cis-and trans-B/C-ring Juncture) Syntheses of the Corresponding 6α-Hydroxy Series
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概要
- 論文の詳細を見る
Previously, it was found that a remarkable epimerization (βC_6-O→α) was occurred when 6β-hydroxy acid (II) was lactonized. In order to further examine on the mechanism and the limitation of the epimerization, the corresponding hydrogenated 6β-hydroxy acids (V, XIV and XXX) were chosen as model. One of them (XXX) was completely different, however the other (V and XIV) were epimerized as similar to (II).
- 公益社団法人日本薬学会の論文
- 1971-09-25
著者
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田原 昭
Rikagaku Kenkyusho (The Institute of Physical and Chemical Research)
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大塚 晏央
Rikagaku Kenkyusho
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田原 昭
Rikagaku Kenkyusho (the Institute Of Physical Chemical Research)
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大塚 晏央
Rikagaku Kenkyusho (the Institute Of Physical Chemical Research)
関連論文
- Diterpenoids. XL. Acid Catalyzed Rearrangement of Dehydroabietic Acid Derivatives
- カイコへのアビエチン酸誘導体の経口投与による3眠蚕の出現
- Diterpenoids. XXXV. A-Ring Substitution of Hydrofluorene Compound derived from l-Abietic Acid
- Diterpenoids. XXXIV. Stereochemistry on the Rearranged Compound (Benzilic Acid Rearrangement) of Methyl 6,7-Dioxo-5α, 10α-podocarpa-8,11,13-trien-15-oate
- 23 Abietic Acidより2,3の天然物の合成研究
- 7 ベンゾニリデン型ジテルペンの転位反応
- ジテルペノイドの研究(第23報)ヒドロフルオレン誘導体の構造と甘味との関係および新甘味物質の改良合成法
- ジテルペノイドの研究(第22報)新甘味物質ヒドロフルオレン化合物について
- Stereochemistry on the Rearranged Compound (Benzilic Acid Rearrangement) of Methyl 6,7-Dioxo-5α, 10α-podocarpa-8,11,13-trien-15-oate
- 39 松脂よりHydrofluorene誘導体の合成と立体構造 : 甘味性物質について
- Diterpenoids. XVI. Reduction of 6β-Hydroxy-enantio-podocarpa-8,11,13-trien-16-oic Acid Derivative
- Synthesis of 6β Hydroxy-tetrahydro-and-hexahydroenantio-deoxypodocarpic Acid
- 12 A環置換天然ジテルペノイドの合成
- Diterpenoids. XIV. Conformational Studies. II. Preferred Conformation of A/B-cis Ring-C Aromatic Tricyclic Diterpenes
- Diterpenoids. IX. Chemical Conversion to Diterpene Alkaloid from Abietic Acid.
- Diterpenoids. VIII. Synthesis of Skeleton of Diterpene Alkaloid.
- Conformational Studies. I. Nuclear Magnetic Resonance Analysis on Conformation of 10β-and 10α-Oxy-enantio-deoxypodocarpic Acid Type Isomer.
- Diterpenoids. VII. Study on Catalytic Hydrogenations of Methyl 9-Oxo-10-hydroxypodocarpa-5,7,10,13-tetraen-16-oate Enantiomer Type Compounds
- Study on the Chemical Shifts for the Methyl Groups of Deoxypodocarpic Acid (Enantiomer) Type Compounds and Syntheses of their 10β-15 or 10α-17 Epoxy Derivatives
- Selective Oxidation of the C_1- or C_-Methyl Group in Antipodal Deoxypodocarpic Acid Type Compounds
- Diterpenoids. XLV. Ozonolysis of Phenolic Dehydroabietic Acid Derivatives
- Diterpenoids. XLIV. A-Ring Bromination of Abietane Skeleton and the Synthesis of Teideadiol
- Diterpenoids. XLI. Rearrangement of Deisopropyl Phenacylidene Type Diterpene by Means of Aluminum Chloride
- Diterpenoids. XXXVII. Rearrangement of Methyl 13-Isopropyl-7-oxo-podocarpa-5,8,11,13-tetraen-15-oate by Means of Aluminum Chloride
- Diterpenoids. XXXI. Reaction of Methyl Dehydroabietate Derivatives with Aluminum Chloride under Effect of Electron-withdrawing Group. Synthesis of Methyl Deisopropyldehydroabietate Series
- Diterpenoids. XXX. Reaction of Methyl Dehydroabietate Derivatives with Aluminum Chloride under Effect of Electron-donating Group
- Diterpenoids. XXIX. Nitration of Methyl Dehydroabietate Derivatives
- Diterpenoids. XXVIII. Nitration of Methyl 7-Oxo-dehydroabietate Derivatives
- Novel Nitration Reaction of Methyl 7-Oxodehydroabietate
- Diterpenoids. XII. Catalytic Hydrogenation of Δ^-and 6-Enol Acetoxyhydrofluorene Derivatives. A Synthesis of Hydrofluorene Derivatives (cis-A/B-Ring Fusion (α C_5-H))
- Diterpenoids. XI. A Synthesis of Hydrofluorene Derivatives (trans-A/B-Ring Fusion (β C_5-H))
- Diterpenoids. X. A Synthesis of c-Homohydrofluorene
- Diterpenoids. XLVI. Syntheses of Taxodione, Royleanone and Their Analogues
- 31 l-Abietic Acidよりd-Kaurene,d-Phyllocladene,l-Hibaeneの合成 : 13位Isopropyl基の変換
- Diterpenoids. XXXVI. Synthesis of d-Kaurene and d-Phyllocladene from l-Abietic Acid
- Transformation of l-Abietic Acid to Benzohydroazulene Derivative
- 32 Dehydroabietic AcidよりSteroid骨格の合成研究
- Diterpenoids. XLII. Stereoselective Synthesis of d-Phyllocladene from l-Abietic Acid
- Diterpenoids. XXXVIII. Conversion of l-Abietic Acid into Steroidal Skeletons : Formation of the D-Ring (1)
- Diterpenoids. XXVII. Synthesis of 11-Methoxy-diterpenoids. (2). Synthesis of 11-Methoxy-dehydroabietic Acid Derivatives
- Diterpenoids. XXVI. Synthesis of 11-Methoxy-diterpenoids. (1). Synthesis of Antipodal 11-Methoxy-deoxypodocarpic Acid Derivatives
- Diterpenoides. XXI. Hydration of Stereoisomers of Dimethyl 1,2,3,4,5,10,11,14-Octahydro-4β, 10α-dimethyl-fluorene-4α, 6-dicarboxylate
- Diterpenoids. XX. Nitration of Dimethyl 1,2,3,10-Tetrahydro-4β, 10α-dimethyl-4H-fluorene-4α, 6-dicarboxylate and Its Hydrogenated Stereoisomers
- Diterpenoids. XVII. Epimerization at Lactonization of 6β-Hydroxy-enantio-podocarpan (and 8-monoen-) 16-oic Acid (cis-and trans-B/C-ring Juncture) Syntheses of the Corresponding 6α-Hydroxy Series
- Lactonization of 6β-Hydroxy-tetrahydro-and-hexahydro-enantio-deoxypodocarpic Acid. Synthesis of 6α-Hydroxy-tetrahydro-and-hexahydro-enantio-deoxypodocarpic Acid
- Diterpenoids. XXV. Autoxidation of Styrene Type Compounds derived from l-Abietic Acid
- Diterpenoids. XXIV. Transformation of Podocarpic Acid Type Diterpene to B-Homo-C-nor-5β, 10α-podocarpan Skeleton
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the D-Ring. II
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-ring. III.
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-Ring. II
- Conversion of Dehydroabietic Acid into a Steroid Skeleton : Formation of the A-Ring. I
- Study on Synthesis of Antipodal Steroid
- Synthesis of Four Possible Isomers of 4β, 10-Dimethyl-1,2,3,4,5,10-hexahydrofluorene-4,6-dicarboxylic Acid Derivatives
- Transformation of Abietic Acid to the Hydrofluorene Derivatives