A New Nucleophilic Ring Opening of an Activated Cyclopropane and a Formal Synthesis of (±)-Carbovir
スポンサーリンク
概要
- 論文の詳細を見る
The reaction of bicyclo[3.1.0]hexane 1, possessing a doubly activated cyclopropane ring, with acetic acid and potassium acetate in DMSO proceeded smoothly to give the adduct 2 in good yield. A formal total synthesis of the potent anti-HIV agent (±)-carbovir (9) was done by converting 2 into a known precursor 8 in 8 steps via allyl alcohol 7 including the regioselective introduction of a double bond (4 to 5) and attachment of the nucleobase using the Mitsunobu reaction (7 to 8).
- 社団法人日本農芸化学会の論文
- 1995-11-23
著者
-
NAKAYAMA Mitsuru
Department of Agricultural Chemistry, University of Osaka Prefecture
-
Tanimori Shinji
Department of Agricultural Chemistry, College of Agriculture, University of Osaka Prefecture
-
Nakayama M
Juntendo Univ. School Of Medicine Tokyo Jpn
-
Tsubota Masakazu
Department of Applied Biochemistry, College of Agriculture, Osaka Prefecture University
-
He Mingqi
Department of Applied Biochemistry, College of Agriculture, Osaka Prefecture University
-
Tanimori S
Department Of Applied Biological Chemistry Graduate School Of Agriculture And Life Sciences Osaka Pr
-
He M
Zhongshan Univ. Guangzhou Chn
-
Tanimori Shinji
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
-
Nakayama Mitsuru
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
-
Tsubota Masakazu
Department Of Applied Biochemistry College Of Agriculture Osaka Prefecture University
関連論文
- Similarities and Differences between the Characteristics of Gibberellin-Binding Protein and Gibberellin 2-Oxidases in Adzuki Bean (Vigna angularis) Seedlings
- 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〕
- Mass Spectra of Some Stilbene Oligomers from Carex Species
- Immunohistochemistry of Gibberellins in Rice Anthers
- 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
- Brassinosteroids and Monoglycerides with Brassinosteroid-like Activity in Immature Seeds of Oryza sativa and Perilla frutescens and in Cultured Cells of Nicotiana tabacum
- Brassinosteroids and Monoglycerides in Immature Seeds of Cassia tora as the Active Principles in the Rice Lamina Inclination Bioassay
- Preparation of Functional Single-Chain Antibodies against Bioactive Gibberellins by Utilizing Randomly Mutagenized Phage-Display Libraries
- Thermorubin and 2-Hydroxyphenyl Acetic Acid, Aldose Reductase Inhibitors
- Absolute Stereochemistry of Alisamycin
- Expression of a Functional Single-chain Antibody against GA_ in Transgenic Tobacco
- Preparation and Application of Anti-idiotypic Antibody against Anti-gibberellin A_4 Antibody
- A Novel Intramolecular Cyclization Product of (+)-Catechin under Radical Reaction
- Oxidation Product of (+)-Catechin from Lipid Peroxidation(Food & Nutrition)
- Malvidin 3-Rutinoside as the Pigment Responsible for Bract Color in Curcuma alismatifolia
- Anthocyanins in The Dark Purple Anthers of Tulipa gesneriana : Identification of Two Novel Delphinidin 3-O-(6-O-(Acetyl-α-Rhamnopyranosyl)-β-Glucopyranosides)
- Identification of Cyanidin 3-O-(3", 6"-O-Dimalonyl-β-glucopyranoside) as a Flower Pigment of Chrysanthemum (Dendranthema grandflorum)
- New Dihydroquinolinone Toxic to Artemia salina Produced by Penicillium sp. NTC-47
- Identification of Teasterone and 4-Desmethylsterols in the Seeds of Ginkgo biloba L.
- New Oleanane Triterpene with Three Ketones Produced by Penicillium simplicissimum ATCC 90288
- Free and Conjugated Brassinosteroids in the Pollen and Anthers of Erythronium japonicum Decne.
- A New Nucleophilic Ring Opening of an Activated Cyclopropane and a Formal Synthesis of (±)-Carbovir
- Endogenous Levels of Gibberellins in Normal and Male SteriIe Anthers of Rice (Oryza sativa cv. Nihonmasari)
- Qualitative and Quantitative Analysis of Endogenous Gibberellins in Raphanus sativus L. during Cold Treatment and the Subsequent Growth
- Homoconjugate Addition of Organocuprate to Activated Cyclopropane and Its Application to the Synthesis of (±)-Juvabione
- 28-Homotyphasterol, a New Natural Brassinosteroid from Rice (Oryza sativa L.) Bran
- 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
- Enantioselective Synthesis of Both Enantiomers of Dimethyl cis-(4-Acetoxycyclopent-2-enyl)malonate, Key Intermediates for Epijasmonate(Organic Chemistry)
- 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 Both Enantiomers of the C7-C12 Segment of Epothilones
- Synthesis of the Spirosuccinimide Moiety of Asperparaline A
- 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
- A Novel Modification Method of Peptides and Proteins by Anionic Dodecaborate Cage in Water
- Dodecaborate-Containing L-Amino Acids as New Boron Carriers for Boron Neutron Capture Therapy
- 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.
- 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
- A General and Convenient Synthesis of Cereulide and Homocereulide, Macrocyclic Depsipeptides Isolated from Bacillus cereus