Structures of new [4+2]-cycloadducts from Diels-Alder reactions of methyl 2-oxo-2H-pyran-5-carboxylate with 2-methyl- and 2-methoxy-1,3-butadienes.
スポンサーリンク
概要
- 論文の詳細を見る
A Diels–Alder reaction of methyl 2-oxo-2<I>H</I>-pyran-5-carboxylate (<B>1</B>) with isoprene gave two stereoisomers, methyl 8-methyl-8-vinyl- and 8-isopropenyl-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylates. On the other hand, only a stereoisomer from a reaction of 1 with 2-methoxy-1,3-butadiene, methyl 8-methoxy-8-vinyl-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate was obtained. The stereostructures of these adducts were determined by NMR spectral data and single-crystal X-ray analyses.
- 公益社団法人 日本化学会の論文
著者
-
Matsui Takanao
Faculty Of Engineering Miyazaki University
-
Nakayama Mitsuru
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
-
Kitajima Shinji
Faculty of Engineering, Miyazaki University
関連論文
- Evaluation of the Cytotoxic Activity of Chiral (E)-13-Hydroxy-10-oxo-11-octadecenoic Acid and Its Lactone
- Antitumor Activity of(10Ε, 12Ζ)-9-Hydroxy-10, 12-Octadecadienoic Acid from Rice Bran
- One-Pot Preparation of Alcohols from Aromatic Olefins and Acrylic Acid Derivatives by Cobalt(II) Porphyrin-Catalyzed Reductive Oxygenation Followed by Reduction with Trimethyl Phosphite
- Total Synthesis of (-)-Pyrenophorin via Cobalt(II) Porphyrin-Catalyzed Oxygenation of Ethyl (2E, 4E. 7R)-7-Acetoxy-2,4-octadienoate
- Structure of Kaimonolide A, a Novel Macrolide Plant Growth Inhibitor from a Streptomyces Strain(Organic Chemistry)
- Structure of Doubly-linked Oxidative Product of Quercetin in Lipid Peroxidation
- 暗所におけるラジカル反応により(+)-カテキンから生成する酸化2量体〔英文〕
- Chemical changes in terpenes of sugi (Cryptomeria japonica) wood during steam drying in kiln at high temperature
- Antimicrobial activity of heartwood components of sugi (Cryptomeria japonica) against several fungi and bacteria
- Preparation and Properties of Gelatin-Immobilized β-Glucosidase from Pyrococcus furiosus
- Novel Method for Preparation of 4-Oxo-2-alkenoic Acid Derivatives from 2,4-Alkadienoic Acid Derivatives by Cobalt (II) Porphyrin-catalyzed Oxygenation
- Cobalt(II) Porphyrin-Catalyzed Oxidation of Olefins to Ketones with Molecular Oxygen and Triethylsilane in 2-Propanol
- Mass Spectra of Some Stilbene Oligomers from Carex Species
- Efficient Chemical Conversion of (±)-Chokol G to (±)-Chokols A, B, C, F, and K, Chokolic Acid B, and Chokolal A
- Total Synthesis of (±)-Chokolic Acid A
- Thermorubin and 2-Hydroxyphenyl Acetic Acid, Aldose Reductase Inhibitors
- Absolute Stereochemistry of Alisamycin
- A Novel Intramolecular Cyclization Product of (+)-Catechin under Radical Reaction
- Oxidation Product of (+)-Catechin from Lipid Peroxidation(Food & Nutrition)
- New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47
- New Oleanane Triterpene with Three Ketones Produced by Penicillium simplicissimum ATCC 90288
- A New Nucleophilic Ring Opening of an Activated Cyclopropane and a Formal Synthesis of (±)-Carbovir
- Homoconjugate Addition of Organocuprate to Activated Cyclopropane and Its Application to the Synthesis of (±)-Juvabione
- Absolute Structure of (-)-4,5-trans-Dihydroxy-3-methyl-2-cyclopentenone Isolated from the Marine Alga, Grateloupia filicina (Wulfen) J. Agardh by the Synthesis of Both Enantiomers(Organic Chemistry)
- Ankalactone, a New α,β-Unsaturated γ-Lactone from Monascus anka(Organic Chemistry)
- Two New Pyrogallols from the Marine Alga, Grateloupia filicina (Wulfen) J. Agardh(Organic Chemistry)
- Aciculatalactone, A New Elemanolide Sesquiterpenoid from Neolitsea aciculata Koidz
- Isolation and Characterization of New Bitter Diterpenoids from the Fungus Sarcodon scabrosus(Organic Chemistry)
- Structure of Myrocin C, a New Diterpene Antibiotic Produced by a Strain of Myrothecium sp.(Organic Chemistry)
- The Revised Structure of Wasabidienone-A from a Potato Culture of Phoma wasabiae Yokogi(Organic Chemistry)
- Structure of Sargassumketone, a Novel Highly Oxygenated Ketone from Sargassum
- New Oxidation Product of Wasabidienone-A(Organic Chemistry)
- Mass Spectra of Bis-Amide Pyrrolidine Alkaloids
- Oxidation Product of (-) -Epicatechin under Radical Reaction : Oxidation Product of Flavan-3-ol Derivatives against Lipid Peroxidation. Part III
- Structure of Myrocin B, a New Diterpene Antibiotic Produced by Myrothecium verrucaria(Organic Chemistry)
- Simple Synthesis of (±)-Chokol G
- Synthesis of (±)-Homosarkomycin and (±)-Rosaprostol
- Synthesis of (±)-2,2-Dimethyl-3-oxabicyclo[3.3.0]octane-6-one : A Formal Total Synthesis of Hop Ether(Organic Chemistry)
- Total Synthesis of (±)-Dihydronepetalactone(Organic Chemistry)
- Synthesis of (±)-Epiinvictolide(Organic Chemistry)
- A New Phenylpropanoid Glucoside and Other Constituents of Oenanthe javanica
- Two Jasmonoid Glucosides and a Phenylvaleric Acid Glucoside from Perilla frutescens
- Synthesis of Chiral [monomethyl-d_3]Methoxychlor and Related Deuterium-labeled Compounds
- Synthesis of (±)-(2RS,3SR)-2-Hydroxyethyl-3-[(1RS)-1-hydroxyethyl]cyclopentanone Derivatives, Potential Intermediates in the Synthesis of Thienamycin(Organic Chemistry)
- D-9-2 The Total Synthesis of Nepseudin(Phenolics)
- Mass Spectra of Some Diterpenoids with the Novel Carbon Skeletons Verrucosane, Neoverrucosane and Homoverrucosane
- Methylenolactocin, a Novel Antitumorial Antibiotic from Penicillium sp.(Organic Chemistry)
- Mass Spectra of Some ent-15-ketokauranoids
- Synthesis of 2-methylsulfonylmethyl-3,4,5-trimethoxybenzyl methyl ether. Confirmation of the structure of two pyrogallols isolated from red alga.
- Synthetic Studies of Sesamol Derivatives. IV. Preparation and Reaction of 2-Hydroxy-4,5-methylenedioxyacetophenones
- Synthesis of 7-Hydroxy-2′,4′,5′-trimethoxyisoflavone and Related Compounds
- Synthesis of Maxima Substance B
- Synthetic Studies of Sesamol Derivatives. I. A New Synthesis of Ayapin
- Syntheses of Plinol A and C
- Allylic oxidation of methyl 2-alkenoates.
- Structural Elucidation of Kurodainol, a Novel Halogenated Monoterpene from Sea Hare (Aplysia Kurodai)
- The structure and synthesis of sudachiin A, a new flavone glucoside from Citrus sudachi.
- Synthetic Studies of the Flavone Derivatives. XVIII. The Syntheses of 5,7,3′-Trihydroxy-3,8,4′,5′-tetramethoxyflavone and Related Compounds
- Studies of the selective O-alkylation and dealkylation of flavonoids. V. The synthesis of 5,6-dihydroxy-3,4',8-trimethoxyflavone and a revised structure for the flavone from Conyza stricta.
- Synthesis of licoisoflavone A and related compounds.
- Synthetic Studies of the Flavone Derivatives. XXIII. The Synthesis of Eupatilin
- Synthetic Studies of the Flavone Derivatives. XXIV. The Synthesis of 5-Hydroxy-7,8,3′,4′-tetramethoxyflavone, A Pigment from Bergamott Oil
- The synthesis of 5,2'-dihydroxy-6,8-dimethoxyflavone and its isomers: A revised structure of skullcapflavone I.
- Characterization of 13-hydroxyneocembrene from soft corals.
- Extraction equilibrium of hydrochloric acid with tri-n-octylamine.
- Structures of new [4+2]-cycloadducts from Diels-Alder reactions of methyl 2-oxo-2H-pyran-5-carboxylate with 2-methyl- and 2-methoxy-1,3-butadienes.
- X-ray structure determination of stereoisomers with respect to cyclobutene ring of 10,10-ethylenedioxy-1-methoxycarbonyl-2-methyl-7-oxatricyclo(6.4.0.02,5)dodec-3-en-6-one.
- Total Synthesis of (+)- and (-)-Coronafacic Acid
- Preparation and structures of acetylene adducts of 4,6-O-isopropylidene-and 4-O-acetyl-6-O-triphenylmethyl-1,5-anhydro-2-deoxy-D-erythro-hex-1-en-3-uloses.
- Structure and absolute configuration of .ALPHA.-pompene. II. An X-ray analysis of the mono p-bromobenzoate of the diol derived from .ALPHA.-pompene.
- The synthesis of neobavaisoflavone and related compounds.
- Synthetic Studies of the Flavone Derivatives. XX. The Synthesis of Sorbifolin