Intramolecular Cyclization of 6-Hydroxy-6-(2-piperidyl)-2-cyclohexene-Δ^<1,a>-acetic Acid γ-Lactone, a Degradation Product of Securinine

スポンサーリンク

概要

• 論文の詳細を見る

• The amino-lactone (VII), a degradation product of securinine, cyclized on heating into the isoquinuclidine (VIII). The Hofmann-Loffler reaction of amino-ketone (XVIII) afforded the a-ketol (rac-X), identical with X derived from VIII.

• 社団法人日本薬学会の論文
• 1968-09-25

著者

• 堀井 善一

  Faculty Of Pharmaceutical Sciences Josai University

• 花岡 美代次

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 花岡 美代次

  Faculty Of Pharmaceutical Sciences Osaka University

• 花岡 美代次

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 伊藤 允好

  Faculty of Pharmaceutical Sciences, Osaka University

• 堀井 善一

  Faculty Of Pharmaceutical Sciences Osaka University

• 伊藤 允好

  Faculty Of Pharmaceutical Sciences Osaka University

関連論文

• Studies on Antispasmodics. VI. Synthesis of N-Alkyl 6- and 7-Diarylmethyleneindolizidinium Bromides
• Studies on Antispasmodics. V. Synthesis and Anticholinergic Activity of N-Alkyl 1- and 2-Diarylmethylene-indolizidinium Bromides
• Studies on 1-Azabicyclo Compounds. XXVI. Synthesis of Ten-membered Ring Amines from 9a-Cyanomethyl-, 9a-Ethoxycarbonylmethyl-, and 1-Ethoxycarbonyl-octahydroquinolizine
• 4 Securinine及びVirosecurinineの全合成
• Total Synthesis of Securinine
• Synthesis of (±)-Methyldecamine
• Erythro-Selective Aldol Reaction of Tricarbonyl(η^6-o-trialkylsilylbenzaldehyde)chromium(0) Complexes with Cyclic Ketene Silyl Acetals
• Chemical Transformation of Protoberberines. XVII. Biomimetic Introduction of an Oxy Functionality at the C-10 Position in the Benzo[c]phenanthridine Skeleton : Synthesis of 2,3,7,8,10-Pentaoxygenated Benzo[c]phenanthridine Alkaloids, Chelilutine and Sangu
• A FIRST TOTAL SYNTHESIS OF (±)-AMBININE
• Chemical Transformation of Protoberberines. XVI. Regioselective Introduction of an Oxy Functionality at the C_-Position of the Benzo[c]phenanthridine Skeleton : A Convenient Synthesis of Macarpine from Oxychelirubine
• Trimethylsilyl Trifluoromethanesulfonate-Catalyzed Aldol Reaction of Various Aldehydes with Silyl Enol Ethers
• A NOVEL DIASTEREOSELECTIVITY IN THE ALDOL REACTION OF CYCLIC KETENE SILYL ACETALS WITH COBALT-COMPLEXED AND UNCOMPLEXED PROPYNALS
• 1,6-Dihydro-3 (2H)-pyridinones. II. Synthesis of 2-Azabicyclo [2. 2. 2] octanes by the Reaction of N-Substituted 1,6-Dihydro-3 (2H)-pyridinones with 1,3-Dicarbonyl Compounds
• 1,6-Dihydro-3 (2H)-pyridinones. I. Facile Synthesis of N-Substituted 1,6-Dihydro-3 (2H)-pyridinones
• 含窒素共役系の反応(第8報)Dimethyl Inidazole-4,5-dicarboxylateとAnetholeとの反応生成物の構造について
• 含窒素共役系の反応(第7報)N-CinnamylidenemethylamineとN-Methyl-maleimideとめ付加体について
• 含窒素共役系の反応(第6報)2,3-Diphenyl-5,6-dihydropyrazineとDiethyl FumarateまたはN-Methylmaleimideとの付加体の立体構造について
• SYNTHESIS OF 3-SUBSTITUTED ISOCOUMARINS THROUGH ACYLOXYPALLADATION OF o-ALKENYLBENZOIC ACIDS
• A NOVEL SYNTHESIS OF QUINAZOLINEQUINONE AND CARBAZOLEQUINONE THROUGH ANIONIC CYCLOADDITION : ITS APPLICATION TO A SYNTHESIS OF MURRAYAQUINONE A
• Re-examination of the Synthesis of 7,8-Dimethoxy-2-methyl-3-(4', 5'-methylenedioxy-2'-vinylphenyl)iso carbostyril
• Synthesis of Pyrido[4,3-d]pyrimidin-5(6H)-ones via Anionic Cycloaddition of Methyl 2,4-Dimethoxy-6-methyl-5-pyrimidinecarboxylate with Imines
• Synthetic Studies on Anthracyclinones. XIII. Conversion of Bisanhydro-γ-rhodomycinone into Bisanhydrodaunomycinone
• 2-Oxo-1,2,3-oxathiazolidines. Its Application to Separation of Diastereoisomers of β-Amino-alcohols, 6-(4-Methoxy-2-piperidyl)-1,4-dioxaspiro [4,5] decan-6-ol and 2-Hydroxy-2-(2-piperidyl) cyclohexanone
• Synthetic Studies on Securitinine and Related Compounds. II. A Synthesis of 10a-Episecuritinine
• Synthetic Studies on Securitinine and Related Compounds. I. Stereochemistries of the Catalytic Hydrogenation Products of 6-(4-Methoxy-2-pyridyl)-1,4-dioxaspiro [4,5] decan-6-ol
• Synthetic Studies on Anthracylinones. XI. Abnormal Products from Phenolic Compounds on Methylation with Dimethyl Sulfate in Tetrahydrofuran
• Anthracyclinone類の合成研究(第10報) : Methyl 2-(1-Acetoxy-3-oxobutyl)phenylacetateの合成
• Synthesis of Bisanhydrodaunomycinone
• The Preparation of Fused Ring α, β-Unsaturated Lactones using Lithium Ethoxyacetylide. Syntheses of Dihydroactinidiolide and Actinidiolide, and Partial Synthesis of Dihydrosecurinine
• ウラジロガシ(Quercus stenophylla MAKINO)の成分研究 : 第1報 ウラジロガン葉よりFriedelinの分離
• Intramolecular Cyclization of 6-Hydroxy-6-(2-piperidyl)-2-cyclohexene-Δ^-acetic Acid γ-Lactone, a Degradation Product of Securinine
• Synthesis of Racemic Loliolide
• Structure of Securitinine.
• Convenient Synthesis of 6-(1-Acetyl-2-piperidyl)-6-hydroxy-2-cyclohexene-Δ^-acetic Acid γ-Lactone, the Key Intermediate in Total Synthesis of Securinine
• Structure of Securitinine
• Hofmann Degradations of Tetrahydrosecurinine and Tetrahydrosecurininol. Stereochemistry at C-3a of Tetrahydrosecurinine
• Synthesis and Stereochemistry in B/C Ring Juncture of Lactamcarbinol A, a Degradation Product of Securinine
• Synthetic Studies on Lythraceae Alkaloids. V. Total Synthesis of (±)-Vertaline
• Synthetic Studies on Lythraceae Alkaloids. IV. Total Synthesis of (±)-Methyldecinine
• Total Synthesis of (±)-Lagerine
• Synthetic Studies on Lythraceae Alkaloids. III. Stereoselective Total Synthesis of (±)-Decaline
• Synthetic Studies on Lythraceae Alkaloids. II. The Mannich Reaction of Isopelletierine with 3-Methoxybenzaldehyde and 3-Hydroxybenzaldehyde
• Studies on 1-Azabicyclo Compounds. XXIV. Synthesis and Stereochemistry of 10-Ethyl-, 10-Vinyl-, and 10-Ethynyl-quinolizidine Methiodides
• Studies on 1-Azabicyclo Compounds. XXII. Stereochemistry of 9a-Substituted Quinolizidine Methiodides
• Gas Chromatography of Aromatic Acids
• Chemical Transformation of Protoberberines. XV. : A Novel and Efficient Method for the Introduction of Alkyl Groups on the C-13 Position in the Protoberberine Skeleton
• A NOVEL TOTAL SYNTHESIS OF (±)-CRYPTAUSTOLINE, A DIBENZOPYRROCOLINE ALKALOID
• ビタミンB_6のガスクロマトグラフィー
• 15.Securitinine及びSecurinol Aの構造
• Structures of Norsecurinine and Dihydronorsecurinine
• Absolute Stereochemistry at C_ of Norsecurinine and Dihydronorsecurinine
• Structure and Stereochemistry of Norsecurinine and Dihydronorsecurinine
• Synthetic Studies on Lignans and Related Compounds. IV. Synthesis of Taiwanin C and E, and Justicidin D (Neojusticin A), E, and F (Taiwanin E Methyl Ether)
• Studies on Ergot Alkaloids and Related Compounds. XIV. Syntheses of N-Alkyl-4-methyl-2,3,4,4a, 5,6-hexahydrobenzo [f] quinoline-2-carboxamides and Stereochemistry of Diethyl 4-Methyl-1-oxo-1,2,3,4,4a, 5,6,10b-octahydrobenzo [f] quinoline-2,2-dicarboxylate
• Studies on Ergot Alkaloids and Related Compounds. XIII. syntheses and Stereochemistries of 4-Methyl-1,2,3,-4,4a, 5,6,10b-octahydrobenzo[f]quinoline-2-carboxylic Acids
• 10 リコポジウムアルカロイドの合成研究 : (±)-Anhydrolycodoline及び(±)-Lycopodineの全合成
• Syntheses and Pharmacological Properties of 2- and 3-Aralkyltetrahydro-1,3-oxazines
• 26 Anthracyclinoneの合成
• Studies on Azasteroids and Related Compounds.I. The Reaction of Ethyl 2-Piperidineacetate with 2-Tetralone
• Isolation of Securinol A, B, and C from Securinega suffruticosa REHD. and the Structures of Securinol A and B
• Synthetic Studies on η-Pyrromycinone. V. Total Synthesis of η-Pyrromycinone
• Synthetic Studies on η-Pyrromycinone. IV. Conversion of 1,11-Dimethoxy-5(12H)-naphthacenones into 4,6-Dimethoxynaphthacenequinones by Chromium Trioxide Oxidation
• Synthetic Studies on η-Pyrromycinone. III. Intramolecular Cyclization of methyl 2-Ethyl-5-hydroxy-6-(2-carboxy-3,6-dimethoxybenzoyl)-1-naphthoate
• Synthetic Studies on η-Pyrromycinone II. Synthesis of Methyl 2-Ethyl-5-Hydroxy-1-naphthoate
• Synthetic Studies on Anthracyclinones. IX. Lithiation of N, N-Dimethylnaphthalenemethylamines and a New Synthetic Pathway to 2,3-Naphthalides
• Biogenetic-Type Transformation of α-[α-(Hydroxymethyl)-3,4-dimethoxystyryl]-3,4-methylenedioxycinnamic Acid γ-Lactone into Diphyllin
• Synthetic Studies on Lignans and Related Compounds. III. Structure and Synthesis of Diphyllin
• Synthetic Studies on Lignans and Related Compounds. II. Synthesis of 1-Hydroxy-3-hydroxymethyl-6,7-dimethoxy-4-(3,4-methylenedioxyphenyl)-2-naphthoic Acid γ-Lactone and Its Non-identity with Diphyllin
• Synthetic Studies on Lignans and Related Compounds. I. Synthesis of 1-Hydroxy-3-hydroxymethyl-4-(3,4-dimethoxyphenyl)-6,7-methylenedioxy-2-naphthoic Acid γ-Lactone
• 22 Diphyllinの構造と合成
• Degradations of Allosecurinine
• Optical Rotatory Dispersion and Circular Dichroism of Securinine and Allosecurinine
• Synthetic Studies on Anthracyclinones. XII. Synthesis of 8-Ethyl-1,6,11-trihydroxynaphthacenequinone
• Studies on Ergot Alkaloids and Its Related Compounds. X. Condensation of Cyclic Ketones and 3-Methylaminopropionates
• The Crystal Structure of Securinine Hydrobromide Dihydrate and the Molecular Structure of Securinine
• Photochemical Oxidation. II. Biogenetic-Type Conversion of Ligularol and Furanoeremophilane into 6β-Hydroxyeremophilenolide and Eremophilenolide
• Studies on the Syntheses of Spiro-dienone Compounds. V. An Improved Synthetic Method of Spiro-dienone Compounds. Syntheses of dl-Mecambrine, dl-Amurine and dl-Domesticine
• Studies on the Constituents of Bezoar. Characterization of Fatty Acids and Their Cholesteryl Esters
• Synthesis of (±)-Hydroxysugiresinol (Sequirin B) Trimethyl Ether
• Photochemical Enolization of ortho-Alkylbenzaldehydes
• Synthetic Studies on the Lycopodium Alkaloids. IV. : Total Synthesis of dl-Anhydrolycodoline and dl-Lycopodine
• Synthetic Studies on the Lycopodium Alkaloids. III. Synthesis of a Key Intermediate, Ethyl Octahydro-4aβ-hydroxy-7β-methyl-10-oxo-1H-5,8α-propanoquinoline-1-carbamate, for the Lycopodium Alkaloids
• Synthetic Studies on the Lycopodium Alkaloids. II. A Synthesis of a Key Intermediate, 2,3,5,6,7,8-Hexahydro-7β-methyl-3-oxo-1H-5,8a-propenoquinoline, for the Lycopodium Alkaloids
• Preparations and Stereochemistries of Ethyl 3α- and 3β-Methyl-9-oxobicyclo (3,3,1) nonane-1-carboxylates and Related Compounds
• The Structures of Securinol B and C
• Studies on the Azasteroids and Related Compounds. V. Syntheses of Isomeric Ethyl 3-Methoxy-2-piperidineacetates and 4-Methoxy-1,2,3,4,4a, 5,7,8,9,10-Decahydro-6H-benzo[c]-quinolizin-6-ones
• Studies on Ergot Alkaloids and Related Compounds. XVI. On the So-called Bohlmann Absorption of 2,4-Disubstituted Octahydrobenzo [f] quinoline Derivatives
• Studies on the Azasteroids and Related Compounds. IV. Reactions of 1,2,3,4,6a, 7,8,9,10,10a-Decahydro-6H-benzo [c] quinolizin-6-one
• Studies on Azasteroids and Related Compounds. III. On the Cyclodehydration of Cyclic Ketone and β-Aminoester
• Studies on the Azasteroids and Related Compounds. II. Reduction of 1,2,3,4,4a, 5,7,8,9,10-Decahydro-6H-benzo [c] quinolizin-6-one and Related Compounds
• Studies on Ergot Alkaloids and Related Compounds. XV. Reductions of cis- and trans-4-Methyl-2-methylen-3-oxo-1,2,3,4,4a, 5,6,10b-octahydrobenzo [f] quinolines and Preparation of trans-syn-2,4-Dimethyl-1,2,3,4,4a, 5,6,10b-octahydrobenzo-[f] quinoline
• Synthetic Studies on Anthracyclinones. VIII. Synthesis of 4-Bromo-6-ethyl-1-naphthol
• Studies on the Syntheses of Spiro-dienone Compounds. VI. A New Synthesis of dl-Pronuciferine.
• Studies on the Syntheses of Spiro-dienone Compounds. III. Photolysis of 2-Halogeno-N-ethyl-4'-hydroxybenzanilide in Aqueous Sodium Hydroxide
• Studies on Ergot Alkaloids and Related Compounds. XI. Synthesis of trans-and cis-4-Mehyl-1,2,3,4,4a, 5,6,10b-octahydrobenzo [f] quinoline
• Synthetic Studies on Anthracyclinones. VII. Synthesis of Bisanhydroaklavinone
• Synthetic Studies on Anthracyclinones. VI. The Friedel-Crafts Condensation between 3-Methoxyphthalic Anhydride and α-Naphthol Derivatives
• Synthesis of Bisanhydroaklavinone
• Conversion of Methyl 2-Ethyl-6,11-dihydro-6,11-dioxo-5,7,10-trimethoxy-1-naphthacenecarboxylate into η-Pyrromycinone
• Synthesis of Methyl 2-Ethyl-6,11-dioxo-5,7,10-trimethoxy-6,11-dihydro-1-naphthacenecarboxylate (η-Pyrromycinone Trimethyl Ether)

もっと見る 閉じる

スポンサーリンク