Synthesis of 5,5-Dimethyl-4-acetoxy-2-cyclopentenone, an Intermediate in the Total Synthesis of Illudin M, through Sulfur Compounds. A Novel Intramolecular Migration of Ethylenedioxy Group
スポンサーリンク
概要
- 論文の詳細を見る
5,5-Dimethyl-4-acetoxy-2-cyclopentenone, an intermediate in the total synthesis of illudin M, has been prepared from 1-methylsulfinyl-3,3-dimethyl-4,4-ethylenedioxy-2-pentanone as well as from 1,1 -trimethylenedithio-3,3-dimethyl-4,4-ethylenedioxy-2-pentanone. An example of new intramolecular transketalization has been described.
- 公益社団法人 日本化学会の論文
著者
-
Shirahama Haruhisa
Department Of Chemistry Faculty Of Science Hokkaido University
-
Kagawa Shohei
Department Of Clinical Pathology And Clinical Laboratory Hyogo College Of Medicine
-
Matsumoto Takeshi
Department Of Biology Faculty Of Science Kumamoto University
-
ICHIHARA Akitami
Department of Agricultural Chemistry, Faculty of Agriculture, Hokkaido University
-
Shin Hyonsobb
Department of Chemistry, Faculty of Science, Hokkaido University
関連論文
- Elevated levels of soluble fibrin in patients with venous thromboembolism
- Negative predictive value of D-dimer for diagnosis of venous thromboembolism
- Biomechanical Analysis of TMJ Soft Tissues under Asymmetric Jaw Movement(3D1 Dental Biomechanics)
- P-06 TRANSPORT MODEL OF PHYSIOLOGICAL SUBSTANCES IN CORTICAL BONE THROUGH POROUS CANAL NETWORK
- Three-dimensional quantitative analysis of glomerular microcirculatoion in diabetic nephropathy using syncrotron radiation X-ray micro-CT
- Novel Cyclohexene Compound from Lasiodiplodia theobromae IFO 31059
- Metabolism and Transport of [2-^C](±) Jasmonic Acid in the Potato Plant
- Four New Polyacetylenic Glucosides, Methyl β-D-Glucopyranosyl Helianthenate C-F, from Jerusalem Artichoke (Helianthus tuberosus L.)
- Tuber-forming Substances in Jerusalem Artichoke (Helianthus tuberosus L.)
- A Novel Sesquiterpene, Tuberonone, from Solanum tuberosum L.
- Macrophomate Synthase: Characterization, Sequence, and Expression in Escherichia coli of the Novel Enzyme Catalyzing Unusual Multistep Transformation of 2-Pyrones to Benzoates^1
- Efficient Degradation of Tautomycin to a Useful Synthetic Intermediate
- Novel Heinz Body Hemolysis Factors in Onion (Allium cepa)
- Syntheses and Potato Tuber-inducing Activity of Coronafacic Acid Analogues
- Efficient Syntheses of the OPC Homologous Series, OPC-1:0, -3:0, -4:0, -5:0, -6:0, -7:0, and -8:0
- Asymmetric Total Syntheses of (+)-Coronafacic Acid and (+)-Coronatine
- Digital Radiographic Quantification of Myocardial Blood Flow Around a Transmyocardial Laser Channel in Rabbit Hearts
- An mRNA of Tobacco Cell, Which Is Rapidly Inducible by Methyl Jasmonate in the Presence of Cycloheximide, Codes for a Putative Glycosyltransferase
- Daily Changes of Nutritional Status in Partially Hepatectomized Rats Receiving Total Parenteral Nutrition(Food & Nutrition)
- Solanapyrones, Phytotoxins Produced by Alternaria solani : Biosynthesis and Isolation of Minor Components
- Chaetoglobosin O and Other Phytotoxic Metabolites from Cylindrocladium floridanum,a Causal Fungus of Alfalfa Black Rot Disease
- Synthesis of (S)-13-Hydroxy (2E,4E,8E)- and (2E,4E,8Z)-Tetradecatrienoic Acids
- Two Phenolic Compounds from Valsa ambiens
- (-)-Semivioxanthin, A New Abscisic Active Compound against Hinoki Cypress Leaves Isolated from Cryptosporiopsis abietina
- Substrate Diversity of Macrophomate Synthase Catalyzing an Unusual Multistep Transformation from 2-Pyrones to Benzoates
- Coronary microcirculation : Physiology and mechanics
- Yellow Fluorescent Stress Compounds, Pratenols A and B, from Red Clover (Trifolium pratense) Infected by Kabatiella caulivora
- High-intensity signals in the basal ganglia from gadolinium-enhanced T1-weighted MRI as an early change in toxoplasma encephalitis in an AIDS patient
- Microcirculatory heterogeneity of myocardial oxygen supply-consumption balance and flow in crystalloid-perfused rat hearts under hypoxia
- A New Proposal for Crossing Two or More Sheaths through Single Trans-Septal Puncture in Ablation of Atrial Fibrillation : Experience with Steerable Introducer
- Pretreatment of Immobilized Candida antarctica Lipase for Biodiesel Fuel Production from Plant Oil
- Biodiesel Fuel Production from Plant Oil Catalyzed by Rhizopus oryzae Lipase in a Water-Containing System without an Organic Solvent
- Importance of Imaginary Chemical Potential for QCD Phase Diagram in the PNJL Model(QCD Phase Diagram,New Frontiers in QCD 2010-Exotic Hadron Systems and Dense Matter-)
- Myocardial microvascular perfusion after transfusion of liposome-encapsulated hemoglobin evaluated in cross-circulated rat hearts using tracer digital radiography
- Effect of Artificial Red Blood Cells on Renal Microcirculation and Tissue Oxygen in DIC Rats(Thrombosis/Thrombolysis 2 (IHD), The 69th Annual Scientific Meeting of the Japanese Circulation Society)
- Accumulation of Grisorixin Caused by Treating a Nigericin-producing Stain with a P-450 Inhibitor
- Enantio- and Stereoselective Syntheses of Monodeuterium-labeled Glycerols
- Direct Transformation of Unprotected Sugars to Aryl 1-Thio-β-glycosides in Aqueous Media Using 2-Chloro-1,3-dimethylimidazolinium Chloride
- A New Glycosphingolipid from the Red Alga Corallina pilulifera
- Effect of D-Glucosamine on the Functional Maturation of Cultured B Cells of the Neonatal Rat
- STUDIES ON GLUCORECEPTOR. I. SPECIFIC BINDING OF D-GLUCOSE TO PARTIALLY PURIFIED MEMBRANE OF RAT ISLETS OF LANGERHANS
- Is the Ryukyu subduction zone in Japan coupled or decoupled? : The necessity of seafloor crustal deformation observation
- Sensitized Effect of Prestimulation on Insulin Release from the Perifused Rat Islets with a Slow-Rise Glucose Stimulation
- A New Approach to Kinetic Analysis of Glucose-Induced Insulin Release by Hills Equation
- Insulin Receptors in Rabbit Erythrocyte
- Stereochemistry of Bicyclohumulenediol and Equilibrium between Two Humulene Epoxides II and III. Novel Interconversion of Two Cycloundecatriene Epoxides through Transnnular Bond Formation
- Isolation of L-N-[2-(3-Pyridyl)ethyl]-glutamic Acid from the Poisonous Mushroom Clitocybe acromelalga. A Possible Intermediate in the Biogenesis of Acromelic Acids
- B-5-4 Structure of Lampterol(Terpenoids)
- Infrared Polarized Reflection Spectra of SrTiO_3 Thin Films on Metal/Si
- An Equivalence Checking Method for C Descriptions Based on Symbolic Simulation with Textual Differences(Simulation and Verification, VLSI Design and CAD Algorithms)
- Prevention of coronary slow flow/no reflow during percutaneous coronary intervention by the use of embolic protection device, 'Filtrap'
- Mg-Promoted Stereoselective Desulfonation of β-Arylvinyl Sulfone Derivatives
- Effect of Acetyl-phosphate and Pyridoxalphosphate on the Induced Synthesis of Peroxidase in Pseudomonas aeruginosa
- Mechanical Properties of Single Trabecula at Microscale : Elastic Modulus, Hardness and X-ray Diffraction Intensity(Micro- and Nano-biomechanics)
- Dynamics of Insulin and Cyclic Adenosine 3, 5-monophosphate Release from the Perifused Rat Islets of Langerhans under a Slow-rise Stimulation with D-Glucose and Its Anomers
- Insulin Release and Metabolism of Calcium, Adenine and Adenosine 3, 5-cyclic monophosphate
- Insulin Release and Efflux of [32P] Phosphate from Islets of Rat Langerhans Treated with Iodoacetic Acid and the Anomers of D-glucose
- Impact of chronic cyanosis and reoxygenation on the microheterogeneity of the myocardial blood flow : digital radiographic study in neonatal rats
- Increased fibrinolysis increases bleeding in orthopedic patients receiving prophylactic fondaparinux
- Monitoring for anti-Xa activity for prophylactic administration of Fondaparinux in patients with artificial joint replacement
- Frequent association of thrombophilia in cerebral venous sinus thrombosis
- The crystal and molecular structure of grayanotoxin XVIII. A new minor diterpene from Leucothoe Grayana Max.
- The crystal and molecular structure of grayanotoxin XIX. A new minor diterpene from Leucothoe grayana Max.
- Structures and Phytotoxicity of Metabolites from Valsa ceratosperma
- Δ9(10)-Octal-1-one and its Molecular Compound
- The effect of 2-deoxy-D-glucose on insulin release by neonatal rat B cells in culture.
- Efficacy of Early Intravenous Immunoglobulin for Eosinophilic Granulomatosis with Polyangiitis with Drastically Progressive Neuropathy: A Synopsis of Two Cases
- A stereoselective total synthesis of methyl .ALPHA.-DL-daunosaminide.
- Molecular structure of 5.BETA.,6.BETA.-isopropylidenedioxy-15,16,17-trinorgrayan-10(20)-ene-3,14-dione as revealed by X-ray methods.
- Synthesis of Alkoxycyclopropane Derivatives, Intermediates in the Synthesis of Hirsutic Acid
- The crystal and molecular structure of pikromycin.
- Evaluation of Viscoelastic Property of Articular Cartilage Based on Mechanical Model Considering Tissue Microstructure
- X-ray structure of (10R)-10-bromo-10-deoxyhexahydrolaurefucin.
- The crystal and molecular structure of the photodimer of biphenylene.
- X-Ray Crystal Structure of Pyrenocine A, a Phytotoxin from Pyrenochaeta terrestris
- The crystal and molecular structure of palythine trihydrate.
- X-Ray structure of (1RS, 5RS, 7SR)-1-acetoxy-7-cyano-5-methylbicyclo-(3.2.0)heptan-2-one, a photocycloadduct of 2-acetoxy-3-methyl-2-cyclopenten-1-one and acrylonitrile.
- Trimethylsilyl triflate induced reaction of humulene 6,7-epoxide. Cyclization to 5-hydroxy-4,8,11,11-tetramethyltricyclo(6.3.0.02,4)undec-9-ene.
- Structure and Biological Activity of Bottrospicatol, a Novel Monoterpene Produced by Microbial Transformation of (-)-cis-Carveol
- Synthesis of hypacrone.
- Various acceleration conditions of Pummerer reaction observed in the total synthesis of illudins.
- The absolute configuration of 4,6-decadiyne-1,3,8-triol isolated from Gymnopilus spectabilis.
- Enzymatic synthesis of new pyridine nucleosides. Clitidine and its amide derivative.
- A cyclization of humulene by means of a mercuric salt in aceto- and benzonitrile.
- Synthesis of 5,5-Dimethyl-4-acetoxy-2-cyclopentenone, an Intermediate in the Total Synthesis of Illudin M, through Sulfur Compounds. A Novel Intramolecular Migration of Ethylenedioxy Group
- Stereospecific Reductions of Isoilludin S and M on Alumina Chromatography
- Serotobenine, a Novel Phenolic Amide from Safflower Seeds (Carthamus tinctorius L.)
- The Molecular and Crystal Structure of the p-Bromobenzoate of an Unusual Birch Reduction Product
- The Crystal Structure of d,l-1,1,4aα-Trimethyl-2α-hydroxy-8α-acetoxy-1,2,3,4,4α,5,6,7,8,9-decahydrophenanthrene
- Synthesis of 5,5-Dimethyl-4-acetoxy-2-cyclopentenone and 5-Methyl-t-5-acetoxymethyl-r-4-acetoxy-2-cyclopentenone Intermediates for Illudin M and S
- Lead tetraacetate oxidation of humulene and conformational analysis of the produced humulatrienediols.
- The crystal and molecular structure of staurosporine, a new alkaloid from a Streptomyces strain.
- The crystal and molecular structure of albocycline.
- The crystal and molecular structure of 7,8-epoxyhalochamigrene.
- X-ray structure determination of (-)-obtusane, a new sesquiterpene from the red alga, Laurencia nipponica Yamada.
- The conformations of (Z)-2,3,4,7,8,9-hexahydrooxonin and (Z)-cyclononene. X-ray structure determinations of isolaurallene and neolaurallene, and force-field calculations.
- MINDO/3 study of 7-norbornyl, 7-norbornenyl, and 7-norbornadienyl cations.
- Synthesis and Conformation of Cyclopropane Intermediates in the Total Synthesis of Illudin M and S
- New A-nor-B-homo-ent-kauranoids (grayanotoxin XVI and XVII) from Leucothoe grayana Max.
- Presence of antiphospholipid antibody is a risk factor in thrombotic events in patients with antiphospholipid syndrome or relevant diseases