Stereoselective formation of allyl ethers by reaction of epoxides with organic chlorides under liquid-solid phase-transfer catalysis.
スポンサーリンク
概要
- 論文の詳細を見る
A series of <I>trans</I>-3-chloroallyl ethers and <I>trans</I>-3-thioallyl ethers were stereoselectively synthesized in one step by the reaction of 1-chloro-2,3-epoxypropane or 2,3-epoxypropyl sulfides with alkyl chlorides in the presence of solid sodium hydroxide and quaternary ammonium salt as a phase-transfer catalyst. Phase-transfer catalytic hydroxide ion-initiation followed by stereoselective isomerization of the epoxide ring through β-elimination is postulated as the important part of the reaction pathway.
- 公益社団法人 日本化学会の論文
著者
-
OKAHARA Mitsuo
Department of Applied Chemistry, Faculty of Engineering, Osaka University
-
Ikeda Isao
Department Of Applied Chemistry Faculty Of Engineering Osaka University
-
Gu Xue-Ping
Department of Applied Chemistry, Faculty of Engineering, Osaka University
関連論文
- Amphiphilic Cyclodextrins as Novel Monosaccharide Transport Carriers through a Bulk Liquid Membrane
- Synthesis and Complexing Ability of a C-Pivot Type of Double-Armed 15-Crown-5 Ethers toward Alkali Metal Cations
- Adsorption Mechanism of Poly(Ammonium Carboxylate) onto Phthalocyanine Blue Pigment Deduced by ^1H NMR Spin-Lattice Relaxation Time
- Study on the Adsorption Behavior of Dispersants onto Pigment Using ^1H NMR Spin-Lattice Relaxation Time
- The First Study on the Mobility of Surface-Adsorbed Molecules Using ^1H NMR Spin-Lattice Relaxation Time
- ボロン酸によるp-ニトロフェニル D-グルコピラノシドの立体特異的加水分解に対するカチオンミセルの顕著な効果
- Remarkably Slow Aggregation of a Styrylpyrazine Amphiphile in Aqueous Dispersion
- The Fast Photochemical[2+2]Cycloaddition and Reverse Reaction of a Styrylpyrazine Amphiphile in Aqueous Dispersion
- Stereospecific Acceleration of Hydrolysis of p-Nitrophenyl D-Glycoside by α-Cyclodextrin
- Effective Coordination of Electron - Donating Sidearms of Double - Armed 15 - Crown - 5 Ethers toward Alkali Metal Cations
- Perfect Control of Diastereomeric Complexation of C_2 - Symmetric Chiral 1, 1' - Bis(oxazolinyl) ferrocene Ligands
- Stereoselective Hydrolysis of p-Nitrophenyl Glycoside by Boronic Acid
- Separation of Pollutant Phenols by Micellar Electrokinetic Chromatography with Double-Chain Surfactants Having Two Sulfonate Groups
- Amphiphilic Cycloinulohexaose: Preparation, Surface-Active Properties, and Complexing Abilities toward Various Metal Chlorides
- Preparation and Properties of Nonionic Surfactants with One Alkyl Chain and Two Sugar-Amide Head Groups
- 親油性二鎖型クラウンエ-テルによる気-液界面におけるアルカリ金属カチオン認識
- 二塩化1,3-ビス[2-(アシルアミノ)エチルジメチルアンモニオ]-2-ヒドロキシプロパンの合成と界面活性
- Importance of the Glycerol Structure of C-Pivot Lariat Ethers Containing a 16-Crown-5 Ring for Effective Complexation toward Alkali Metal Cations
- An Efficient Epoxidation with Molecular Oxygen Catalyzed by Iron Complex of Multidentate N-Heterocyclic Podand Ligand. Additive Effect of 4-Ethoxycarbonyl-3-methyl-2-cyclohexen-1-one
- Doping Effect of Polyaniline Derivatives on Synthetic Metal Catalytic System for Dehydrogenative Oxidation of Benzylamine
- Selective Transport of Saccharides through a Bulk Liquid Membrane Using Reversed Micelle Carriers
- クラウンポリマ-のアルカリ金属イオンに対する錯形成能に与える連結基の効果〔英文〕
- Synthesis, Structure, and Complexation Properties of Monoazacryptands
- Efficient Solvent for Supported Liquid Membrane Transport with Lipophilic Monoaza-18-crown-6
- Preparation and Electrochemical Characterization of Ferrocenyl-coated Polystyrene Monodispersed Latex Particle
- Nucleophilicty of (Oxodimethylenemethane) -palladium and -Platinum Complexes and Derivatization to π-Allyl Complexes with Ester and Ether Functionality at 2-Position
- Synthesis of N-unsubstituted di- and triaza crown ethers.
- Synthesis of monoaza crown ethers from N,N-di(oligo(oxyalkylene))amines and oligoethylene glycol di(p-toluenesulfonates) or corresponding dichlorides.
- Regioselective alkylation in the course of aldol condensation under phase-transfer catalytic conditions.
- An Evaluation of the Effective HLB of Surface-active Crown Compounds
- Stereoselective formation of allyl ethers by reaction of epoxides with organic chlorides under liquid-solid phase-transfer catalysis.
- Regioselective addition of organic chlorides to epoxides in the presence of quaternary ammonium chloride.
- Synthesis and alkali-cation complexing properties of 12-crown-4 derivatives.
- Effective Intramolecular Hydrogen Abstraction by the Sulfonamide Radical
- The synthesis of unsubstituted crown ethers by the reaction of oligoethylene glycols with arenesulfonyl or alkanesulfonyl chlorides.
- The X-ray structure determination of heptaethylene glycol-Sr(SCN)2.
- The Reaction of Nitriles with Phosgene. VII. Synthesis of α,β-Unsaturated Isocyanates
- Reactions of perfluoro-2-methyl-2-pentene with carboxylic acids, alcohols, and some cyclic amides. A new fluorinating reagent.
- The synthesis and cation-complexing ability of alkyl crown ethers.
- Synthesis and complexing ability of new type of macrobicyclic compounds.
- Preparation and thermolysis of N-ammonioamidates containing hydroxyl group in acyl moiety.
- Synthesis of unsubstituted thia crown ethers via intramolecular cyclization.
- A facile one-pot synthesis of hydroxy-substituted crown ethers.
- Synthesis of polymethyl crown ethers. A new class of lipophilic crown ethers.
- Metal-ion complexation of noncyclic poly(oxyethylene) derivatives. II. PMR studies of the complexation with alkali and alkaline-earth metal cations.
- The Photodecomposition of N-Bromosulfonamides