Molecular Orbital Studies on Pericyclic Reactions of Cinnamyl Xanthates in β-Cyclodextrin Cavities
スポンサーリンク
概要
- 論文の詳細を見る
The solid β-cyclodextrin (β-CyD) complex of O-cinnamyl S-methyl dithiocarbonates (xanthate, 1a), upon heating at 45℃, underwent asymmetric [3,3]-sigmatropic rearrangement to give the optically S-(1-phenylallyl) S-methyl dithiocarbonate (2a) with 60% ee. Heating the β-CyD complex of 2a at 120℃ caused extrusion of COS to give cinnamyl methyl sulfide (3a) in high yield. The reaction behavior and role of β-CyD are discussed based on molecular orbital calculation data.
- 公益社団法人日本薬学会の論文
- 2000-11-01
著者
-
HARANO Kazunobu
Faculty of Pharmaceutical Sciences, Sojo University
-
Yoshitake Yasuyuki
Faculty of Pharmaceutical Sciences, Sojo University
-
ETO Masashi
Faculty of Pharmaceutical Sciences, Kumamoto University
-
Nakagawa Hidetoshi
Faculty Of Pharmaceutical Sciences Kumamoto University
-
Eto Masashi
Faculty Of Pharmaceutical Sciences Kumamoto University
-
Nakagawa H
Mukogawa Women's Univ. Nishinomiya Jpn
-
Nagoshi Hiroshi
Second Department Of Internal Medicine Graduate School Of Medicine The University Of Tokyo
-
Harano K
Fac. Of Phamaceutical Sciences Sojo Univ.
-
Harano Kazunobu
Faculty Of Pharmaceutical Sciences Kumamoto University
-
KUBOTA Shoji
Faculty of Pharmaceutical Sciences, Kumamoto University
-
Nakagawa Hiroshi
Graduate School Of Pharmaceutical Sciences The University Of Tokyo
-
Eto Masashi
Faculty of Pharmaceutical Sciences, Kumamotu University
-
Yoshitake Yasuyuki
Faculty of Phamaceutical Sciences, Sojo University
-
Harano Kazunobu
Faculty of Phamaceutical Sciences, Sojo University
関連論文
- Molecular Orbital Analysis of Antioxidative Activity of Phenolics from Tessaria integrifolia and Piper elongatum
- P-229 NEW STEROIDAL GLYCOSIDES FROM TUBOCAPSICUM ANOMALUM
- FORMATION OF TRICYCLIC HETEROCYCLES FROM THE CONDENSATION REACTION OF 1,2-DIAMINES WITH 1,2-DIKETONES
- New C_ Steroidal Glycosides from Tubocapsicum anomalum
- New C_ Steroidal Glycosides from Tubocapsicum anomalum
- Evaluation of Distribution Patterns for Copper and Zinc in Metallothionein and Superoxide Dismutase in Chronic Liver Diseases and Hepatocellular Carcinoma Using High-Performance Liquid Chromatography(HPLC)(Analytical Biochemistry)
- Selective Scavenging Property of the Indole Moiety for the Nitrating Species of Peroxynitrite
- Functional Modification of Cytochrome c by Peroxynitrite in an Electron Transfer Reaction
- Scavengers for Peroxynitrite : Inhibition of Tyrosine Nitration and Oxidation with Tryptamine Derivatives, α-Lipoic Acid and Synthetic Compounds
- Effects of Intracerebroventricular Infusion of Fab Fragments of Digoxin Antibody(Digibind) on Development of Reduced Renal Mass-Saline Hypertension in Rats
- EFFECTS OF INTRACEREBROVENTRICULAR(ICV)PREINJECTION OF Fab FRAGMENT OF DIGOXIN ANTIBODY(DIGIBIND)ON THE NATRIURESIS AND INCREASE IN BLOOD PRESSURE INDUCED BY ICV INGUSION OF HYPERTONIC SALINE SOLITION IN RATS
- Improved Nitric Oxide Detection Using 2,3-Diaminonaphthalene and Its Application to the Evaluation of Novel Nitric Oxide Synthase Inhibitors
- DEVELOPMENT OF A FLUORESCENT INDICATOR FOR NITRIC OXIDE BASED ON THE FLUORESCEIN CHROMOPHORE
- Development of a Fluorescent Indicator for the Bioimaging of Nitric Oxide
- Nitration of Specific Tyrosine Residues of Cytochrome c Is Associated with Caspase-Cascade Inactivation(Biochemistry)
- Selective Deoxygenation of Heteroaromatic N-Oxides with Olefins Catalyzed by Ruthenium Porphyrin
- Atropisomers of 1-(Acyl or Aroyl)-2-naphthylinolines. Isolation, X-Ray Crystal Structure and Confermational Analysis
- Analysis or Radioresistant Variants Derived from 3SB Cell
- Pericyclic Reaction Behavior of Cyclopentadienones toward Acyclic Conjugated Dienes. [3,3]-Sigmatropic Rearrangement and Double Diels-Alder Reactions of the endo[4+2]π Cycloadducts
- Formation Mechanism of Furfuryl Sulfides from O-Furfuryl Dithiocarbonates: Density Functional Theory Study for Aromatic [3,3]-Sigmatropic Rearrangement
- New Formation Mechanism of Allylic Trithiocarbonates from Sodium O-(2-Alkenyl) Dithiocarbonates via Sequential Pericyclic Reactions: Density Functional Theory Study
- Crystallographic Evidence for Cyclopropane Ring Formation in Isotwistenes Obtained by Thermal Cascade Reactions of Cyclopentadienone with Acyclic Conjugated Dienes
- Pericyclic Reaction of Ketenes with Cascade Reaction Products of Pyridine N-Oxides and Dipolarophiles. X-Ray Structures of the Adducts and Formation Mechanism
- Cascade Reaction of Imines with Phenylsulfinylallene. X-Ray Structure of the Product and Its Formation Mechanism
- Molecular Orbital Studies on Pericyclic Reactions of Cinnamyl Xanthates in β-Cyclodextrin Cavities
- Crystallographic and Molecular Orbital Studies of 4-Oxopyrazole 1,2-Dioxides. An Exceptionally Elongted N-N Bond
- Formation pathway of novel cycloadduct obtained by reaction of 3,5-disubstituted 4-oxo-4H-pyrazole 1,2-dioxide with dimethyl acetylenedicarboxylate
- Chemical Reactivity of Dihydropyrazine Derivatives. Cycloaddition Behavior toward Ketenes
- Tetraazaindenes Derived from Dihydropyrazines with DNA Strand-Breaking Activity
- The Relationship between the Chemical Structures of Dihydropyrazine Derivatives and DNA Strand-Breakage Activity
- A Theoretical Study of Neighboring-Group Participation in Thione-to-Thiol Rearrangement of Xanthates. Molecular Orbital Calculation Using a Conductor-Like Screening Model (COSMO) Approach
- Quantitative Analysis of Sodium Valproate in Pharmaceutical Preparations by a Valproate-Selective Electrode
- Inclusion of Trithia[5]heterohelicene by Various Serum Albumins. An Effective Probe for Chiral Discrimination
- Relations of Vascular Calcium Channels with Blood Pressure and Endothelium in Hypertension and with Aging.