Syntheses of Chiral 4'-Hydroxy and 1',4'-Dihydroxy-γ-ionylideneacetic Acids, Fungal Biosynthetic Intermediates of Abscisic Acid(Organic Chemistry)

スポンサーリンク

概要

• 論文の詳細を見る

• Both chiral 4'-hydroxy and 1',4'-dihydroxy-y-ionylideneacetic acids (3, 4 and 5), biosynthetic intermediates of abscisic acid produced by Cercospora cruenta, were synthesized from a chiral starting material, (R)-or (S)-4-hydroxy-2,2-dimethyl-1-cyclohexanone (7). [2.3]-Sigmatropic rearrangement of (S)-1-chloromethyl-3,3-dimethyl-5-tetrahydropyranyl(THP)oxy-1-cycIohexene (8), followed by the Reformatsky reaction with 4-bromo-3-methyl-2-butenoate (10) gave (1'R,4'S)-4. The diastereomeric isomer, (1'R,4'R)-3, was synthesized in the same manner. The reaction of (S)-2,2-dimethyl-5-methylene-4-THPoxy-1-cyclohexanone (14) with a Grignard reagent prepared from (Z)-3-methyl-2-penten-4-ynyl THP ether (15) and subsequent conversion of the side chain gave (1'S,4'S)-5. These synthetic compounds confirmed the stereochemistry of natural 3, 4 and 5.

• 社団法人日本農芸化学会の論文
• 1990-08-23

著者

• YAMAMOTO Hiroshi

  Department of Macromolecular Science, Graduate School of Science, Osaka University

• YAMASHITA Kyohei

  Department of Agricultural Chemistry, Faculty of Agriculture, Tohoku University

• Yamamoto H

  Department Of Applied Biology Faculty Of Textile Science And Technology Shinshu University

• ORITANI Takayuki

  Department of Applied Biological Chemistry, Faculty of Agriculture

• Yamashita K

  Tohoku Univ. Sendai Jpn

• Yamamoto H

  Department Of Developmental Biology And Neurosciences Graduate School Of Life Sciences Tohoku Univer

• Yamashita Kyohei

  Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University

• Yamamoto Hiroshi

  Department Of Energy Engineering And Science Nagoya University

• Yamamoto H

  Department Of Mechanical Engineering Doshisha University

• Oritani Takayuki

  Department Of Agricultural Chemistry Faculty Of Agriculture Tohoku University

• Yamamoto Hiroshi

  Departmemt Of Chemical Engineering University Of Tokyo

関連論文

• Metamorphic history and tectonic evolution of the Himalayan UHP eclogites in Kaghan valley, Pakistan
• Micellization Protocols for Amphiphilic Polyelectrolytes in Water. How Do Polymers Undergo Intrapolymer Associations?
• Self-Association of Dodecyl Moieties Covalently Linked to a Polyelectrolyte in a Small Amount
• Partial Spontaneous Regression of Hepatocellular Carcinoma: A Case with High Concentrations of Serum Lens Culinaris Agglutinin-reactive Alpha Fetoprotein
• Characterization of Chondroitin/Dermatan Sulfate Proteoglycans Synthesized by Bovine Retinal Pericytes in Culture(Highlighted paper selected by Editor-in-chief)(Biochemistry/Molecular Biology)
• Selective Increase in Decorin Core mRNA Level in Cultured Vascular Smooth Muscle Cells after Exposure to Advanced Glycation Endproducts
• Induction of Decorin Core Protein Synthesis by Advanced Glycation Endproducts in Cultured Vascular Smooth Muscle Cells(PROCEEDINGS OF 24TH SYMPOSIUM ON TOXICOLOGY AND ENVIRONMENTAL HEALTH)
• Effects of unipedal standing balance exercise on the prevention of falls and hip fracture among clinically defined high-risk elderly individuals : a randomized controlled trial
• Report on the Japanese Orthopaedic Association's 3-year project observing hip fractures at fixed-point hospitals
• X-ray Phase-Contrast Imaging and X-ray Absorption Fine Structure Analysis using Parametric X-ray Radiation Generated at LEBRA, Nihon University
• W-1-4-4 Prevention of a patient's falling by using a sensor-controlled ambulation support machine : Analysis of leg muscle action based on the musculo-skeletal model
• The Decay of ^Pr
• Renal cell carcinoma with unusual metastasis to the gallbladder
• Cortical Neurophysiological Modification after Peripheral Neuronal Sensitization
• Zeeman Effect of R-Lines in Alexandrite under High Magnetic Fields
• Anterior fissure of the right liver-the third door of the liver
• Resection of Liver Metastasis from Alpha-Fetoprotein-Producing Early Gastric Cancer: Report of a Case
• A Recursive Maximum Likelihood Decoding Algorithm for Some Transitive Invariant Binary Block Codes
• 194. Equilibrium Function in Abnormal Varieties of Posture,Especially in Scoliosis
• Reduced expression of endogenous secretory receptor for advanced glycation endproducts in hippocampal neurons of Alzheimer’s disease brains
• Development of sensitive high-performance liquid chromatography with fluorescence detection using 4-(4, 5-diphenyl-1H-imidazol-2-yl)-benzoly chloride as a labeling reagent for determination of bisphenol A in plasma samples
• A case of solitary intraductal papilloma of the breast coexisting with ductal carcinoma in situ (DCIS)
• Case Report* MR Appearance of Hemangiopericytoma of the Thigh
• Effect of Surface Treatment on Interfacial Strength between Bamboo Fiber and PP Resin(Green Composites)
• Self-Association in Water of Copolymers of Sodium 2-(Acrylamido)-2-methylpropanesulfonate and N-Oleylmethacrylamide Characterized by Fluorescence Quenching
• Identification of a New Isotope ^Tb
• Increased Neutrophils in Bronchoalveolar Lavage Fluids from a Patient with Pulmonary Edema Associated with Pheochromocytoma
• Mouse Mammary Tumor Virus Proviral Integration in the DD/Tbr Mice
• Beta-Decay Energies of ^,^,^Ba and ^,^Cs
• Level Scheme of ^Ba Fed by the ^La Decay
• The effect of trunk muscle exercises in patients over 40 years of age with chronic low back pain
• The Transcutaneous Electrical Nerve Stimulation Applied to Contralateral Limbs for the Phantom Limb Pain
• Mechanism of Cadmium Stimulation on the Production of Fibrinolytic Proteins in Vascular Endothelial Cells (Proceedings of the 23rd Symposium on Toxicology and Environmental Health)
• Sarcomatous hepatocellular carcinoma without previous anticancer therapy
• Effect of Nasal Continuous Positive Airway Pressure Treatment on Plasma Adrenomedullin Levels in Patients with Obstructive Sleep Apnea Syndrome : Roles of Nocturnal Hypoxia and Oxidant Stress
• Postprandial Hyperglycemia After a Gastrectomy and the Prediabetic State : A Comparison Between a Distal and Total Gastrectomy
• Beta Decay of ^Pr into Levels in ^Nd
• Low-Lying Levels in ^Nd in the Decay of ^Pr
• Decay of ^152Nd
• Half-Lives of Levels in ^Sr and ^Sr
• Aminopeptidase N/CD13 Regulates the Fetal Liver Microenvironment of Hematopoiesis(Miscellaneous)
• Up-regulation of IL-4 production by the activated cAMP/cAMP-dependent protein kinase (protein kinase A) pathway in CD3/CD28-stimulated naive T cells
• Roles of the Receptor for Advanced Glycation Endproducts in Diabetes-Induced Vascular Injury
• AGE and Endothelial Cells
• Crystal Structure of 2,5-Bis-(3,5-di-tert-butyl-benzyl)-3,6-bis-(4-dimethylamino-phenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione
• Immunohistochemical localization of serotonin transporter in normal and colchicine treated rat brain
• Molecular mechanisms underlying inflammatory lung diseases in the elderly : Development of a novel therapeutic strategy for acute lung injury and pulmonary fibrosis
• One Year Follow-Up of The First Bilateral Living-Donor Lobar Lung Transplantation in Japan
• Q_ Measurement of^La
• Atomic Scale Oxidation Process on Hydrogen-Terminated Silicon Surface
• Simultaneous live video presentation during knee arthroscopy
• Insufficient Resistance of Trehalose-6, 6'-Dimycolate-Treated T-Cell Receptor δ Gene Mutant (TCR δ^) Mice against Influenza Virus Infection
• Mechanical augmentation of the vertebral body by calcium phosphate cement injection
• Q_β Measurements of Neutron-Rich Isotopes in the Mass Region 147 ≤A≤152
• Syntheses of Chiral 4'-Hydroxy and 1',4'-Dihydroxy-γ-ionylideneacetic Acids, Fungal Biosynthetic Intermediates of Abscisic Acid(Organic Chemistry)
• Enzymatic Preparation of Chiral 4-Hydroxy-2,2-dimethyl-1-cyclohexanone as a Chiral Building Block(Organic Chemistry)
• Synthesis of (±)-4'-Hydroxy-γ-ionylideneacetic Acids, Fungal Biosynthetic Intermediates of Abscisic Acid(Organic Chemistry)
• Synthesis of (±)-(2Z,4E)-trans-1',4'-Dihydroxy-γ-ionylideneacetic Acid, a Fungal Biosynthetic Intermediate of Abscisic Acid(Organic Chemistry)
• Synthesis of Chiral 3'-Hydroxy-γ-ionylideneacetic Acids (Organic Chemistry)
• How to Quantize Fields Canonically on Discrete Space-Time : Particles and Fields
• Conserved Quantities of Field Theory on Discrete Spacetime
• Orientation Dependence of Lateral Solid-Phase-Epitaxial Growth in Amorphous Si Films
• On the Mechanisms of Lateral Solid Phase Epitaxial Growth of Amorphous Si Films Evaporated on SiO_2 Patterns
• Characterization of Solid-Phase Epitaxially-Grown Silicon Films on SiO_2
• Morphological study of the endotoxin translocation in the ileal epithelium of monkey
• ON THE DISTORITION OF CARDIAC ELECTRICAL SIGNALS DUE TO THE TRANSMISSION TO THE BODY SURFACE : Electrocardiography : IInd Auditorium : Proceedings of the 43rd Annual Meeting of the Japanese Circulation Society, Tokyo, 1979
• A Facile Preparation of 5-Isopropyl-idene-3,8-dimethyl-1(5H)-azulenone and Its Crystal Structure
• Preparation and Characteristic Properties of 1,4-Bis(3-guaiazulenylmethylium)benzene Bishexanuorophosphate
• Electrochemical Behavior of 5, 5'-Biguaiazulene-3, 3' (5H, 5'H) -dione and Its Four Unique Autoxidation Products
• Conjugation in Tetrahymena : Its Relation to Concanavalin A Receptor Distribution on the Cell Surface : Cell Biology
• Decay Study of ^La
• Decay of ^Pr Isomers to Levels of ^Nd
• Level Properties of ^Nd in the Decay of ^Pr
• Decay of ^Pm to Levels of ^Sm
• Decay of ^Ho Isomers to Levels in ^Er
• Decay of ^Dy to Levels of ^Ho
• Decay of ^Ho to Levels of ^Er
• (一般演題)(日本アフェレシス学会第22回関西地方会抄録)
• Relative Safety of Anterior Microsurgical Decompression Versus Laminoplasty for Cervical Myelopathy With a Massive Ossified Posterior Longitudinal Ligament
• Mechanical properties of the femur filled with calcium phosphate cement under torsional loading : a model in rabbits
• Peripheral Administration of Magnesium Sulfate and Ketamine Hydrochloride Produces Hypesthesia to Mechanical Stimuli in Humans
• Changes of wide dynamic range neuronal responses to mechanical cutaneous stimuli following acute compression of the rat sciatic nerve
• Edaravone Improves the Survival of Rats Subjected to Hemorrhagic Shock Without Resuscitation
• X-Ray Crystal Structure of Guaiazulenequinone and the Structures of Two New Guaiazulenone Derivatives^1
• Prostate cancer antigen-1 contributes to cell survival and invasion though discoidin receptor 1 in human prostate cancer
• Simulator for Measuring Elderly Visual Performances While Driving(Internationa Session 3)
• Enhancement of pedicle screw stability using calcium phosphate cement in osteoporotic vertebrae : in vivo biomechanical study
• The Motor-Evoked Potentials Elicited From the Deltoid Muscle by Transcranial Magnetic Stimulation With a Standardized Facilitation : The Potential Diagnostic Utility for C5 Radiculopathy
• Mechanical strength and bone bonding of a titanium fiber mesh block for intervertebral fusion
• Biomechanical study of the development of scoliosis, using a thoracolumbar spine model
• Simultaneous Intra- and Extra-Uterine Pregnancy with Ovarian Hyperstimulation Syndrome after Induction of Ovulation : A Case Report
• Decay of ^Pm to Levels of ^Sm
• Novel Stereoselective Preparation and Conformational Analysis of Furanose-Type Phosphono Sugar C -Glycosides
• Preparation and Structure of Phosphono Sugar N-Glycosides
• EFFECTS OF DEHYDROEPIANDROSTERONE ACETATE ADMINISTRATION ON POSTMENOPAUSAL WOMEN WITH GYNECOLOGICAL MALIGNANCIES : As chiefly observed in Variations of Serum Dehydroepiandrosterone, Its sulfate, and 11-Deoxy-17-Ketosteroids Concentrations
• Gamma-Ray Spectroscopy of ^As
• Gamma-Ray Spectroscopy of ^K
• Use of an Occlusion Balloon Catheter During Laparotomy for Control of Postoperative Bleeding After Pancreatoduodenectomy
• Kinematic analysis of ultrahigh-pressure-high-pressure metamorphic rocks in the Chaglinka-Kulet area of the Kokchetav Massif, Kazakhstan
• Levels of ^ Populated in the Decay of ^Lu

もっと見る 閉じる

スポンサーリンク