Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. VIII. Thermal Rearrangement of 2-Alkenyl S-Alkyl Xanthate
スポンサーリンク
概要
- 論文の詳細を見る
In general, S-alkyl xanthates of 2-alkenol thermally rearranged to the dithiolcarbonates accompanying allylic shift. When a mixture of two xanthates having different S-alkyl and O-alkenyl groups is allowed to rearrange thermally, no crossover products are obtained. A pair of position isomers did not transform to a same product, but to isomeric products with allylic shift respectively. 3-Aryl-substituted allylic xanthates, on the other hand, rearrange to the corresponding dithiolcarbonates without allylic shift. On the basis of these findings, mechanisms of the transformations are discussed.
- 公益社団法人日本薬学会の論文
- 1972-11-25
著者
-
原野 一誠
Faculty of Pharmaceutical Sciences, Kumamoto University
-
原野 一誠
崇城大学薬学部
-
田口 胤三
Faculty of Pharmaceutical Sciences, Kyushu University
-
田口 胤三
Faculty Of Pharmaceutical Sciences Kyushu University
関連論文
- The X-Ray Analysis of Caesalpin J from Sappan Lignum
- 水溶液中におけるβ-シクロデキストリンと(-)-エピガロカテキンガレートの包接錯体の構造と相互作用(発表論文抄録(2006))
- THE ROLE OF THROUGH-BOND INTERACTION IN THERMAL BEHAVIOR OF CAGE MOLECULES
- Cycloaddition Behavior of Cyclopentadienone toward Allylic Alcohols.Formation of Hydrophthalide Derivatives via Internal Addition of Alcohol Group to Bridged Carbonyl of exo [4+2]π Cycloadducts
- Hetero Diels-Alder Reaction of N-Acyl Imines. I.The Reaction of N'-Thiobenzoyl-N, N-dimethylformamidine with Electron-Deficient Dienophiles. Stereochemical and Mechanistic Aspects
- Phenol-Catalyzed Thione-Thiol Rearrangement of Xanthates and Modified Intermediate Neglect of Differential Overlap (MINDO/3) Analysis of the Reaction Mechanism
- Coupling Reaction of 2-Hydroxyindoline with Arenes by BF_3・Et_2O. A Convenient Synthetic Method of Isolable Diastereomeric Atropisomers
- Thione-Thiol Rearrangement of Xanthates catalyzed by Pyridine N-Oxides. Remarkably Enhanced Reactivity of 4-Dialkylaminopyridine N-Oxides
- Linear Correlation of the Solvolysis Rates of Xanthates with the Grunwald-Winstein Y Values
- Reaction of Aromatic N-Oxides with Dipolarophiles. XVI. Cycloaddition Behavior of Aromatic N-Oxides toward Electron-Deficient Allenes and X-Ray Structure of the 1,4-Dipolar Cycloadduct
- Reaction of Aromatic N-Oxides with Dipolarophiles. XV. Formation of the 1,5-Sigmatropy Products and Their Double Ene Reaction Products
- Catalytic Behavior of Phenols in Pyrolytic Conversion of Allylic Dithiolcarbonates to Allylic Sulfides
- Pericyclic Reactions of 2-Pyrones with Nonconjugated Dienes. Conformational Analysis of the Double Diels-Alder Adducts by Molecular Mechanics Calculation
- Stereoselective Formation of Allylic Sulfides via Two Sequential[3,3]-Sigmatropic Rearrangements of Allylic Xanthates and Its Mechanistic Aspects
- Reaction of Aromatic N-Oxides with Dipolarophiles. XIV. : Inverse-Type Cycloaddition of Pyridine N-Oxides with 1,4-Epoxy-1,4-dihydronaphthalene and Its Mechanistic Aspects
- Reaction of Aromatic N-Oxides with Dipolarophiles. XIII. : Cycloaddition Behavior of Some Nitrones toward N-Phenylmaleimide and Conformation Isomers of the Cycloadducts
- Catalytic Rearrangement of O, S-Dialkyl Dithiocarbonates to S, S-Dialkyl Dithiocarbonates by Pyridine N-Oxides.The Reaction Mechanism
- Pericyclic Reaction of Cyclopentadienones with Nonconjugated Dienes. Formation of Double Diels-Alder Adducts
- Solvolytic Behavior of O-(1-Cyclopropylethyl) S-Methyl Dithiocarbonate and Related Compounds(Organic,Chemical)
- Reaction of Aromatic N-Oxides with Dipolarophiles. XII. : Stereoselective exo Cycloaddition of 3,5-Lutidine N-Oxide with N-Substituted Maleimides and a Frontier Molecular Orbital and Mechanistic Study(Organic,Chemical)
- Reaction of Aromatic N-Oxides with Dipolarophiles. XI. : 1,3-Dipolar Cycloaddition Reaction of Pyridine N-Oxides with Tosyl Isocyanate and One-Pot Synthesis of 2-Oxooxazolo-[4,5-b]pyridine Derivatives
- Reaction of Aromatic N-Oxides with Dipolarophiles. X. : Role of Charge-Transfer Complexes in 1,3-Dipolar Cycloaddition of Pyridine N-Oxides to Phenyl Isocyanate
- 不飽和七員環鉄錯体とジクロルカルベンとの周選択的環状付加反応・鉄カルボニル基のマスキング効果と環化付加体の反応性(発表論文抄録(1983年))
- Catalytic Rearrangement of O, S-Dialkyl Dithiocarbonates to S, S-Dialkyl Dithiocarbonates. IV. Use of Boron Trifluoride Etherate as Catalyst
- 触媒によるO, S-Dialkyl DithiocarbonateのS, S-Dialkyl Dithiocarbonateへの転位(第3報)その反応機構について
- 触媒によるO, S-Dialkyl DithiocarbonateのS, S-Dialkyl Dithiocarbonateへの転位(第2報) : O, S-Dialkyl Dithiocarbonateの構造, 触媒および溶媒の影響
- 2,2,2-Tri(aryl and alkyl)ethyl Xanthatesの熱分解反応
- Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. XIII. Solvent Effect on Rearrangement Reaction of Allylic Xanthates and a Correction of the Former Report
- O-ベンジルキサントゲン酸ナトリウムの対応するトリチオ炭酸エステルへの変換
- 3H-Indoleの研究(第3報)Acyl Chloride付加体の転位反応 その2
- 3H-Indoleの研究(第2報)Acyl Chloride付加体の転位反応 その1
- 3H-Indoleの研究(第1報)Oxindole, Indolineを経る3,3-ジ置換3H-Indoleの新合成法
- チュガエフ反応則に反する転位とトランス脱離反応(第11報)Sodium 2-Alkenyl Xanthogenateの熱分解反応
- Catalytic Rearrangement of Xanthates to Dithiolcarbonates
- Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. IX. Thermal Rearrangement of 2-Cycloalkenyl S-Alkyl Xanthate
- Rearrangement and trans-Elimination contrary to the Chugaev Reaction Rule. VIII. Thermal Rearrangement of 2-Alkenyl S-Alkyl Xanthate
- Heteroalicyclic Aminoalkanol. II. Reactions of DL-2-Piperidinemethanol involving the Formation of DL-1-Azabicyclo[4,1,0]heptane
- Heteroalicyclic Aminoalkanol. I. Syntheses of DL-2-Piperidinemethanol and meso-cis-2,6-Piperidinedimethanol and Reactions of Intermediates
- thionamides. I. Synthesis. Demethylation of their N, N-Dimethyl Derivatives by Sulfur.
- Reaction of Aromatic N-Oxides with Dipolarophiles. IX. : Formation of 1 : 2 Cycloadduct of 2-Alkylpyridine N-Oxides and Phenyl Isocyanates and a Frontier Molecular Orbital Study
- Reaction of Aromatic N-Oxides with Dipolarophiles. VIII. Carbamation Products of 2-Anilinopyridine Derivatives
- Reaction of Aromatic N-Oxides with Dipolarophiles. VII. Effect of Aromaticity on 1,3-Dipolar Cycloaddition Reactivity of Substituted Pyridine N-Oxides and Preparation of Oxazolo [4,5-b] pyridine Derivatives
- Reaction of Aromatic N-Oxides with Dipolarophiles. VI. Further Studies on the 1,3-Dipolar Cycloaddition Reaction of Pyridine N-Oxides with Phenyl Isocyanates
- 1,3-DIPOLAR CYCLOADDITION OF AROMATIC N-OXIDES TO N-PHENYLMALEIMIDES. STEREOSELECTIVE CYCLOADDITION AND ITS KINETIC AND MECHANISTIC ASPECTS
- Deamination Reaction of Diastereomeric DL-2 (1-Phenylcyclohexyl) cyclohexylamine with Nitrous Acid
- Grignard Reaction and Products. V. Reduction of Ketoximes to Aziridines with Grignard Reagents
- Studies on Antitumor Substances. III. Syntheses of Bis(methanesulphonylthio)alkanes
- Catalytic Rearrangement of O-Cholesteryl S-Alkyl Dithiocarbonates to S-Alkyl S-Cholesteryl Dithiocarbonates by Phenols
- Grignard Reaction and Products. VI. The Reaction of Grignard Reagents with 2-Phenoxy-and 2-Benzyloxy-cyclohexanone Oximes
- Sulfinylamine Chemistry. I. A New Degradation Reaction of α-Amino Acid with N-Sulfinylaniline
- Grignard Reaction and Products. II. A Novel Intramolecular Cyclization in the Grignard Reaction of Alicyclic Ketoxime containing an Aromatic Nucleus
- Grignard Reaction and Products. I. 1,4-Addition of Arylmagnesium Bromide to 2-Alkylidenecyclohexanone and the Oxidative Cleavage therein
- Configurational Effect in N-Alkylation of Diastereomeric 2-Aminocyclohexanol.