Studies on Ergot Alkaloids and Related Compounds. IV. Preparation and Lithium Aluminum Hydride Reduction of Some Vinylogous Lactams.
スポンサーリンク
概要
- 論文の詳細を見る
Condensation of 5-phthalimido-2-tetralone (Ic) and methyl 2-methyl-3-methylaminopropionate (XIV) by the method of Nelson, et al. yielded (IIIc) as a major product and (IVc) as a minor product. The structures of both products were established mainly by comparison of their infrared and ultraviolet spectra with those of several compounds having similar structures. Consequently, it was found that nine vinylogous lactams newly prepared could be classified into two groups, normal vinylogous lactams (IVb, c), (VIIIa, b, c) and cross-conjugated ones (IIIa〜d), (VI), from their spectral data and their behaviors towards lithium aluminum hydride reduction.
- 公益社団法人日本薬学会の論文
- 1962-10-25
著者
-
岩田 宙造
Faculty of Pharmaceutical Sciences, Osaka University
-
堀井 善一
School of Pharmacy, Osaka University
-
田村 恭光
School of Pharmacy, Osaka University
-
岩田 宙造
School of Pharmacy, Osaka University
関連論文
- Synthetic Studies on Aphidicolane and Stemodane Diterpenes. IV.A Stereoselective Formal Total Synthesis of (±)-Aphidicolin
- Synthetic Studies on Aphidicolane and Stemodane Diterpenes. III.An Alternative Stereoselective Access to Aphidicolane-Type B/C/D-Ring System
- Structure-Activity Relationship Study of TXA_2 Receptor Antagonists. 4-[2-(4-Substituted Phenylsulfonylamino)ethylthio]phenoxyacetic Acids and Related Compounds
- Synthesis and Evaluation of Novel Thiazolidine Derivatives as Thromboxane A_2 Receptor Antagonists
- Synthetic Studies on Aphidicolane and Stemodane Diterpenes. II. Neighboring Hydroxyl Group Participation in Stereoselective Syntheses of Tricyclo[6.3.1.0^]dodecanes Corresponding to the B/C/D-Ring Systems
- Synthetic Studies on Aphidicolane and Stemodane Diterpenes. I. Synthesis of (2'R^*, 4a'S^*, 8a'R^*)-2', 8a'-Dimethyl-4a', 5', 8', 8a'-tetrahydrospiro [2,5-cyclohexadiene-1,1'(2H)-naphthalene]-3'(4'H), 4,6' (7'H)-trione
- Synthetic Studies on Spiroketal Natural Products. V. Total Synthesis of (+)-Talaromycin A and (-)-talaromycin B
- Synthetic Studies on Spiroketal Natural Products. IV.A Stereoselective Synthesis of (3S, 5S, 6R, 9R, R_S)-3-Benzyloxymethyl-9-hydroxymethyl-5-(p-tolyl)sulfinyl-1,7-dioxaspiro[5.5]undecane, a Key Intermediate for Talaromycins
- Synthetic Studies on Spiroketal Natural Products. II. An Enantioselective Synthesis of (R)- and (S)-1,7-Dioxaspiro[5.5]undecane
- Synthetic Studies on Spiroketal Natural Products. I. : A Stereoselective Synthesis of (2R^*, 5R^*)- and (2R^*, 5S^*)-2-Methyl-1,6-dioxaspiro[4.5]decane
- Synthetic Studies on Aphidicolane and Stemodane Diterpenes. V. A Facile Formal Total Synthesis of (±)-Aphidicolin via a Lewis Acid-Mediated Stereoselective Spiroannelation
- Lewis Acid-Mediated Stereoselective Spiroannelation : A Facile Access to Aphidicolane and Stemodane B/C/D Ring Systems
- Synthetic Studies on Aromadendrane-Type Compounds. II.Stereoselective Synthesis of (+)-1,2-Didehydroaromadendrane
- Synthetic Studies on Aromadendrane-Type Compounds. I. Stereoselective Construction of Aromadendrane- and Alloaromadendrane-Type Skeletons
- Construction of Asymmetric Quaternary Carbon Center Containing Heteroatom via Regioselective Cleavage of Cyclopropane Ring Mediated by Mercury(II) Salt
- Synthetic Study on Gymnomitrol. II. A Synthesis of (±)-Isogymnomitrol
- Synthetic Study on Gymnomitrol and Related Compounds. I.Preparation and Cyclopropane Ring Opening of 1,2,6-Trimethyltetracyclo[5.3.1.0^.0]undecan-9-one
- 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. VI. An Improved Formal Synthesis of (±)-Descarboxyquadrone via Highly Regioselective Cyclopropane Ring Opening of Tricyclo[3.3.0.0^]octan-3-one
- 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
- 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
- Platelet Anti-aggregant Activity of 2,2-Dimethylthiazolidine Hydrochloride and 2-(4-Hydroxy-3-methoxyphenyl)thiazolidine
- A New Synthesis of (±)-Agarospirol and (±)-Hinesol
- Synthetic Studies on Quadrone. I. An Approach to the Synthesis of (±)-Quadrone(Organic,Chemical)
- A FORMAL TOTAL SYNTHESIS OF (±)-QUADRONE
- Synthetic Studies on Acorane-Alaskane Sesquiterpenes. I. Total Synthesis of (±)-β-Acorenol
- Excellent Chiral Induction by Diene Iron-Tricarbonyl Moiety. I : Diastereoselective [4+2] Type Cycloaddition of 1-Azatriene Iron-Tricarbonyl Complex
- A Modified Procedure for the Synthesis of Spirodienones from Phenolic α-Diazoketones
- Biogenetic-Type Transformation of α-[α-(Hydroxymethyl)-3,4-dimethoxystyryl]-3,4-methylenedioxycinnamic Acid γ-Lactone into Diphyllin
- Studies on the Syntheses of Spiro-dienone Compounds. VII. Novel Synthesis of the Spiro [4.5] decane Carbon Framework
- Studies on Oxytetracycline and Related Compounds. XVIII. Syntheses of 1-Hydroxy-3,10-dimethylanthrone and 6-Hydroxy-12-methyl-5(12H)-naphthacenone.
- Studies on Oxytetracycline and Related Compounds. XVII. Synthesis of 1,3,11-Trimethoxynaphthacenequinone.
- Synthetic Studies on Quadrone. II. Synthesis of Methyl (1R^*,3aR^*,6aR^*)-2,2-Dimethyl-2,3,3a,4,6,6a-hexahydro-1-(2-hydroxyethyl)-4-methylene-5-oxo-3a(1H)-pentaleneacetate, a Key Intermediate for the Synthesis of (±)-Quadrone(Organic,Chemical)
- Synthetic Studies on Spirovetivane Phytoalexins. III. : A Total Synthesis of (±)-Lubiminol
- Synthetic Studies on Spirovetivane Phytoalexins. II. : Stereoselective Synthesis of (2RS, 5RS, 6SR, 8RS, 10SR)-6-Hydroxymethyl-8-methoxymethoxy-10-methyl-2-pivaloyloxyspiro[4.5]decane
- Neighboring Hydroxyl Group Participation in Metal-Ammonia Reduction of Spirocyclic Dienones
- Synthetic Studies on Acorane-Alaskane Sesquiterpenes. II. : Total Synthesis of (±)-Acorenone
- Total Synthesis of (±)-α-Chamigrene and Brominated Chamigrene
- A New Synthesis of α-Chamigrene
- Regioselective Functionalization of the Methylene Group Adjacent to Cyclopropyl Sulfide via Mercury(II)-Mediated Regioselective Ring-Opening Reaction
- Asymmetric Cyclopropanation by Reaction of a γ-Chloromethylated Chiral Vinylic Sulfoxide with Allylmagnesium Bromide
- Synthetic Studies on Spirovetivane Phytoalexins. V. : A Stereoselective Total Synthesis of (±)-Oxylubimin
- Synthetic Studies on Spirovetivane Phytoalexins. IV. : A Stereoselective Synthesis of (±)-3-Hydroxysolavetivone
- 7,7-Dimethyltricyclo[3.3.0.0^]octan-r-ones as Synthetic Intermediates. V. : An Improved Synthesis of (±)-Pentalenene
- 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. IV. : A Further Examination of Cyclopropane Ring Opening in the Tricyclo[3.3.0.0^]octan-3-one System
- Synthetic Studies on Spiroketal Natural Producys. III. : Enantioselective Synthesis of 1,6-Dioxaspiro[4.5]decane Compounds
- Studies on Ergot Alkaloids and Its Related Compounds. X. Condensation of Cyclic Ketones and 3-Methylaminopropionates
- Total Synthesis of (±)-Solavetivone and Aglycone A_3. Regio-and Stereo-Selective Birch Reduction of 6,10-Dimethyl-2-hydroxy-spiro[4.5]deca-6,9-dien-8-one(Organic,Chemical)
- An Approach to the Stereoselective Synthesis of Nidifocene. II.Total Synthesis of (±)-Dehalogenonidefocene
- 7,7-Dimethyltricyclo[3.3.0.0.^]octan-3-ones as Synthetic Intermediates. I. : Preparation and Cyclopropane Ring Opening of 7,7-Dimethyl-5-(2-propenyl)tricyclo[3.3.0.0^]octan-3-one
- Stereochemistry of the Intramolecular Cyclization Products of Methyl 2-Bromo-5-(4-hydroxyphenyl) hexanoate : Synthesis of trans- and cis-1,4-Dimethyltetralin
- Photochemical Oxidation. II. Biogenetic-Type Conversion of Ligularol and Furanoeremophilane into 6β-Hydroxyeremophilenolide and Eremophilenolide
- An Approach to the Stereoselective Synthesis of Nidifocene. III.Total Syntheses of the Stereoisomers of (±)-Nidifocene from(±)-Dehalogenonidifocene
- An Approach to the Stereoselective Synthesis of Nidifocene : Regio- and Stereoselective Synthesis of vic-trans-Bromochlorocyclohexane Ring System
- Synthesis of Four Possible Isomers of 9-(Bromomethylene)-1,2,5-trimethylspiro[5.5]undeca-1,7-dien-3-one : Structure Elucidation of a Brominated Rearranged Chamigrane-Type Sesquiterpene
- 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
- 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. III. : Total Synthesis of (±)-Descarboxyquadrone
- 7,7-Dimethyltricyclo[3.3.0.0^]octan-3-ones as Synthetic Intermediates. II. : A Total Synthesis of (±)-Pentalenene, an Angular Triquinane Sesquiterpene
- Synthetic Studies on Sorigenins. VII. Synthesis of α-Sorigenin Dimethyl Ether (3-Hydroxymethyl-1,6,8-trimethoxy-2-naphthoic Acid γ-Lactone). (2).
- Synthetic Studies on Sorigenins. VI. Synthesis of γ-Lactone of 3-Hydroxymethyl-1,6,8-trimethoxy-2-naphthoic Acid (α-Sorigenin Dimethyl Ether). (1).
- Synthetic Studies on Sorigenins. V. Synthesis of γ-Lactone of 3-Hydroxymethyl-4,5,7-trimethoxy-2-naphthoic Acid.
- Synthetic Studies on Sorigenins. IV. Synthesis of γ-Lactone of 3-Hydroxymethyl-4-methoxy-2-naphthoic Acid.
- Synthetic Studies on Sorigenins. III. Syntheses of 4-Methoxynaphtho [2,3-c] furan-1 (3H)-one and 5-Methoxynaphtho [1,2-c] furan-3 (1H)-one.
- Synthetic Studies on Sorigenins. I. Syntheses of γ-Lactones of 1-Methoxy-3-hydroxymethyl-2-naphthoic Acid and 3-Hydroxymethyl-4-methoxy-2-naphthoic Acid.
- Synthesis of (±)-Hydroxysugiresinol (Sequirin B) Trimethyl Ether
- Photochemical Enolization of ortho-Alkylbenzaldehydes
- Studies on Ergot Alkaloids and Related Compounds. XII. Syntheses of Ethyl 4-Methyl-2,3,4,4α, 5,6-hexahydrobenzo[f]quinoline-2-carboxylate and its Dihydro Derivative
- Studies on Oxytetracycline and Related Compounds. XV. Synthesis and Stereoisomers of 1-Methyl-4-oxo-1,2,3,4-tetrahydro-2-naphthoic Acid.
- Studies on Oxytetracycline and Related Compounds. XIV. Synthesis and Stereoisomers of (α-Methylbenzyl) succinic Acid.
- Studies on Oxytetracycline and Related Compounds. XIII. Synthesis and Stereoisomers of (α-Methylbenzyl) succinic Acid. (2).
- Studies on Oxytetracycline and Related Compounds. XII. Synthesis and Stereoisomers of (α-Methylbenzyl) succinic Acid. (1).
- On the Absolute Configuration of Securinine
- Studies on Azasteroids and Related Compounds. III. On the Cyclodehydration of Cyclic Ketone and β-Aminoester
- TOTAL SYNTHESIS OF (±)-PENTALENENE
- Synthetic Studies on Sorigenins. II. Synthesis of β-Sorigenin Dimethyl Ether.
- Studies on the Syntheses of Spiro-dienone Compounds. VI. A New Synthesis of dl-Pronuciferine.
- Studies on the Syntheses of Spiro-dienone Compounds. IV. Photolysis of Sodium Salts of p-[2-(2-Halogenomethyl-1,3-dioxolan-2-yl)-ethyl] phenol in N, N-Dimethylformamide
- 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
- Studies on Ergot Alkaloids and Related Compounds. IV. Preparation and Lithium Aluminum Hydride Reduction of Some Vinylogous Lactams.
- 2-Acetyl-1-naphthoic and 2-Acetyl-3,4-dihydro-1-naphthoic Acid.