A practical synthesis of polyhalomethyllithium-carbonyl adducts.

スポンサーリンク

概要

• 論文の詳細を見る

• The title adducts are produced upon treatment of a mixture of polyhalomethane and a carbonyl compound with a hindered lithium amide. The kinetically controlled, selective lithiation of the halide enables us to avoid a troublesome procedure involving preformed lithium carbenoid. The halide components examined are dichloromethane, dibromomethane, diiodomethane, chloroform, and bromoform, while the carbonyl ones are ubiquitous ketones and nonanal. A <I>gem</I>-dichloroallyllithium is generated similarly from 3,3-dichloropropene and, furthermore, the procedure is successfully extended to the Darzens-type reaction of α-halo esters.

• 公益社団法人 日本化学会の論文

著者

• Yamamoto Hisashi

  Department Applied Chemistry Nagoya University

• Nozaki Hitosi

  Department of Industrial Chemistry, Faculty of Engineering Kyoto University

• Taguchi Hiroaki

  Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

関連論文

• PD28 FORMATION OF 12-HYDROXYSQUALENE CATALYZED BY SQUALENE SYNTHETASE
• Nitroso and Azo Compounds in Modern Organic Synthesis : Late Blooming but Very Rich
• Optimal Burn-in for Minimizing Total Warranty Cost
• Optimal Workload for a Multi-Tasking k-out-of-n : G Load Sharing System(Reliability, Maintainability and Safety Analysis)
• Efficient Algorithm for the Reliability of a 2-Dimensional Cylindrical k-within-Consecutive-(r, s)-out-of-(m, n):F System(Reliability, Maintainability and Safety Analysis)
• Parathyroid Tumors in Atomic Bomb Survivors in Hiroshima : A Review : II. BIOLOGICAL EFFECTS
• SLB11 NEW APPROACH FOR NATURAL PRODUCT SYNTHESIS USING MAIN GROUP ORGANOMETALLIC REAGENTS
• Store Choice Orientations and Intertype Shopping Behavior toward Grocery Stores(Optimization and Its Applications)
• RELIABILITY OF A CIRCULAR CONNECTED-(r,s)-OUT-OF-(m,n) : F LATTICE SYSTEM
• Cyclic Nucleotides and Hormonal Control of Cuticular Melanization in the Armyworm Larva, Leucania separata (Lepidoptera : Noctuidae)
• Facile Synthesis of Aryl- and Alkyl-bis(trifluoromethylsulfonyl)methanes
• A New Method for the Preparation of Aluminum and Titanium Tris(2, 6-diphenylphenoxide) Reagents and Their Application in Organic Synthesis
• Perrhenic Acid-Catalyzed Dehydration from Primary Amides, Aldoximes, N-Monoacylureas, and α-Substituted Ketoximes to Nitrile Compounds
• Search for Weak Gamma-Rays in the Positron Decay of Mn^
• Oral Administration of Prostaglandin E2 in the Hypoplastic Left Heart Syndrome
• A Facile Workup-Free Catalytic Rearrangement of Epoxides on Immobilized Organoaluminum Columns
• From designer Lewis acid to designer Brønsted acid towards more reactive and selective acid catalysis
• Asymmetric Catalytic Redox System : Tethered Bis(8-quinolinolato) (TBOx) Chromium(III/II) Complexes
• More Diversity Can Strengthen Synthetic Organic Chemistry in Japan
• Generation of uniform tetrapod-shaped zincoxide nanoparticles by gas-phase reaction with using flow restrictor
• Recurrence of Chronic Active Epstein-Barr Virus Infection from Donor Cells after Achieving Complete Response Through Allogeneic Bone Marrow Transplantation
• Batch-type Cone-plate Viscometry of Corn and Wheat Starches Gelatinized by NaOH Solution at 20℃
• Selective separation of structurally or electronically similar ethers with MAD.
• Umbilical cord blood transplantation in adults::An update and future prospects
• Thiocarbonyl Ylides. Attempted Preparation and Related Reactions
• Preparative and Structural Studies of Kostanecki's Compound
• The Reduction of gem-Dibromocyclopropanes by Means of Chromium(II) Acetate or Potassium Pentacyanocobaltate
• Regiocontrolled formation of 4,5-dihydro-3(2H)-furanones from 2-butyne-1,4-diol derivatives. Synthesis of bullatenone and geiparvarin.
• Highly selective carbon-carbon bond forming reactions mediated by chromium(II) reagents.
• Cross-coupling reaction between enol phosphates and organoaluminium compounds in the presence of palladium(0) catalyst.
• The Reaction of Styryl Sulfoxides or Sulfones with Boranes
• Reaction of organoaluminium reagents with cyclopropylmethyl acetates and 2-vinylcyclopropane-1,1-dicarboxylate esters.
• 1-Bromo-2-ethoxycyclopropyllithium: A synthetic equivalent of 2-lithio- or 3-lithiopropenal. Application to the synthesis of juvenile hormone (JH-II), .BETA.-sinensal, and jasmonoids.
• A novel synthesis of .ALPHA.-methylene-.GAMMA.-butyrolactones.
• Isomerization of allylic alcohols catalyzed by vanadium or molybdenum complexes.
• Reformatsky type reaction with new aluminium reagents containing Al-Sn or Al-Pb linkage.
• New methods for the synthesis of 3(2H)-furanones and 2(5H)-furanones.
• Alkylation of bromocyclopropanes and bromoarenes by means of dibutylcopperlithium and alkyl halides.
• A facile ring enlargement reaction via .BETA.-oxido carbenoid.
• The Reaction of Ethyl Azidoformate with Electron Deficient Olefins and the Thermal Ring Opening of the Resulting Aziridines.
• The Photolysis and Thermolysis of Ethyl Azidoformate in the Presence of Ketones
• A practical synthesis of polyhalomethyllithium-carbonyl adducts.
• Abnormal nazarov reaction. A new synthetic approach to 2,3-disubstituted 2-cyclopentenones.
• Tungsten hexachloride-catalyzed decomposition of diazo compounds. A novel oxazole synthesis.
• Condensation Reactions of Sulfonylcarbanion
• Synthesis and Reactions of Sulfonium Diacylmethylide Having Active Hydrogen
• Intramolecular cyclization of nerol and the related attack of (Z)-allylic alcohol moiety on the terminal olefin linkage as induced by TiCl4-PhNHMe complex. Synthesis of nezukone.
• The Nucleophilic Cyclopropylation of the Condensed Aromatic Ring with Sulf onylcarbanion
• Stereochemical studies on the nucleophilic substitution in the reaction of allylic phosphates with organoaluminum reagents.
• Synthesis of [9]Heterophanes from 2-Cyclododecenone
• Carbocyclic ring formation by the intramolecular reaction between enol silyl ether and allylic acetate moieties.
• Synthesis of homoallylic alcohols from allylic phosphates and aldehydes with organoaluminum reagent containing Al-Sn linkage.
• The 1-Methylene Derivatives of [7](2,6)Pyridinophane. Preparative and Conformational Studies
• The Absolute Configurations of 2-Phenylaziridine and Its Derivatives
• Conjugate reduction of .ALPHA.,.BETA.-unsaturated ketones with amphiphilic reaction system.
• Chiral aryl grignard reagents-generation and reactions with carbonyl compounds.
• A practical synthesis of 1,3-diene using allyltriphenylsilane and titanium tetraisopropoxide.
• Thermolysis and Photolysis of Benzopinacol Dicarboxylates
• The Reaction of O,O′-Diethyl α-Lithiomethylphosphonate with Organic Dihalides
• The Oxidation of Alkylbenzenes and Acylcarbinols by Means of Benzopinacol Diesters
• Cyclopentenone synthesis from 1,1-dichloroallyllithium-ketone adducts as well as from dichlorocarbene-allyl alcohol adducts.
• The Dehalogenation of Organic Halides by Means of Iron(II) Chloride in Dimethyl Sulfoxide
• Rearrangement of vic-diol monoacetates promoted by organoaluminium compounds.
• Stereoselective epoxidation of allylic alcohols and dehydrogenative oxidation of secondary alcohols by means of t-butyl hydroperoxide and aluminium reagents.
• Baeyer-Villiger oxidation with Me3SiOOSiMe3 under assistance of SnCl4 or BF3OEt2.
• Chromium(VI) or ruthenium(II) complex catalysis in oxidation of alcohols to aldehydes and ketones by means of bis(trimethylsilyl) peroxide.
• Aliphatic Claisen rearrangement promoted by organoaluminium reagents.
• The Syntheses and Reactions of Sulfenyl-substituted Sulfonium Ylides
• The Acid-Catalyzed Ring-Opening of Cyclooctenimine Derivatives
• Cr(III) or Ce(IV) impregnated perfluorinated resin-sulfonic acid catalyst for the oxidation of alcohols.
• A New Synthesis of Thiophenes
• Photoinduced Transannular Reaction of 4,5-Octamethylene-1,3-dioxolen-2-one
• The Reaction of Acyl-substituted Sulfonium and Pyridinium Ylides with Diphenylthiirene Dioxide
• Palladium-catalyzed ketone synthesis from acyl chloride and organoaluminum reagents.
• Preparation of 2-alkenylsilanes and 2-alkenylstannanes by the reaction of 2-alkenyl-1,1-cyclopropanedicarboxylate esters with PhMe2SiAlEt2 and (Ph3Sn)2Zn. Generation of 2-alkenyl-3-cyclopentene-1,1-decarboxylates via alkenyl-substituted .PI.-allylpalladiu
• Photochemistry of Non-enolizable β-Diketones Containing Cyclopropane Ring in Conjugation
• A New Synthesis of α,β-Unsaturated Carboxylic Esters. The Condensation of Ethyl Lithiotrimethylsilylacetate with Carbonyl Compounds

もっと見る 閉じる

スポンサーリンク