A5024186794- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Axial and Atropisomeric Chirality Synthesis
- Synthesis and Reactions of Organic Compounds
- Synthesis and Characterization of Heterocyclic Compounds
- Catalytic C–H Functionalization Methods
- Alkaloids: synthesis and pharmacology
- Synthesis of heterocyclic compounds
- Molecular spectroscopy and chirality
- Asymmetric Hydrogenation and Catalysis
- Oxidative Organic Chemistry Reactions
- Chemical Reaction Mechanisms
- Asymmetric Synthesis and Catalysis
- Synthesis and Biological Evaluation
- Catalytic Cross-Coupling Reactions
- Synthetic Organic Chemistry Methods
- Crystallography and molecular interactions
- Sulfur-Based Synthesis Techniques
- Catalytic Alkyne Reactions
- Chemical Synthesis and Reactions
- Synthesis and Properties of Aromatic Compounds
- Synthesis of Indole Derivatives
- Phenothiazines and Benzothiazines Synthesis and Activities
- Synthesis and Reactivity of Heterocycles
- Chemical Synthesis and Analysis
Osaka University
2015-2024
National Institutes of Natural Sciences
2024
National Institute for Physiological Sciences
2024
Osaka Research Institute of Industrial Science and Technology
2016-2020
RWTH Aachen University
2016
Ibaraki University
2015
National Institute of Technology, Nara College
2012
Osaka International Cancer Institute
1990
Aichi Gakuin University
1989
An efficient and enantioselective synthesis of oxa[9]helicenes has been established via vanadium(V)-catalyzed oxidative coupling/intramolecular cyclization polycyclic phenols. A newly developed vanadium complex cooperatively functions as both a redox Lewis acid catalyst to promote the present sequential reaction afford in good yields with up 94% ee.
Abstract An enantioselective addition of thiols and alcohols to aza‐ ortho ‐quinone methides, starting from diaryl methanols, was developed. The asymmetric additions occur under mild reaction conditions in the presence chiral phosphoric acids furnish corresponding adducts with excellent yields enantioselectivities.
A highly atom-economical enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence has been established by using a flow system. Suitable conditions were explored through reaction screening of multiple parameters machine learning. Eventually, functionalized chiral spirooxindole analogues obtained in high yield with good ee as single diastereomer within one minute.
In this paper, the dehydrogenation of tetrahydroquinolines using oxovanadium(V) catalysts under mild conditions in water and oxygen atmosphere is described. This catalytic technology was successfully applied to a range other structurally related N-heterocycles, reaction mechanism proposed.
Dehydrohelicenes are some of the most attractive chiroptical materials with unique helical chirality. However, to our knowledge, there no prior reports on their direct construction by asymmetric methods. In this work, sequential synthesis aza-oxa-dehydro[7]helicenes via electrochemical oxidative hetero-coupling 3-hydoxycarbazoles and 2-naphthols followed dehydrative cyclization intramolecular C-C bond formation has been realized. addition, an efficient enantioselective through chiral...
Abstract The electrochemical synthesis of hetero[7]helicenes including pyrrole and furan rings has been established. A single operation led to an oxidative heterocoupling dehydrative cyclization sequence afford oxaza[7]helicenes in 50–86% yields with 45–77% Faradic efficiencies. Their derivatization chiroptical properties were also investigated. magnified image
This protocol with β-ICD or α-ICPN selectively gave (<italic>S</italic>) (<italic>R</italic>)-adducts.
A method for the highly regio- and enantioselective oxidative coupling of resorcinols has been established by using dibrominated dinuclear vanadium(V) catalyst 1c under air. When bearing an aryl substituent were applied as substrates to coupling, axially chiral biresorcinols obtained single regioisomers in high yield with up 98% ee.
Abstract Short syntheses of 4‐deoxycarbazomycin B and sorazolon E were established through the condensation cyclohexanone commercially available 4‐methoxy‐2,3‐dimethylaniline, followed by Pd II ‐catalyzed dehydrogenative aromatization/intramolecular C−C bond coupling deprotection. A chiral dinuclear vanadium complex ( R a ,S,S )‐ 6 mediated enantioselective oxidative E, affording (+)‐sorazolon E2 in good enantioselectivity.
The catalytic enantioselective oxidative hetero-coupling of arenols using a chiral vanadium( v ) complex has been developed.
A heteroannulations of bicyclobutane derivatives is demonstrated to afford spirocyclobutanes with cyclic acetal groups via the Au-catalyzed hydration and subsequent intramolecular cyclization.
Abstract Eine enantioselektive Addition von Thiolen und Alkoholen an Aza‐ortho‐chinonmethide ausgehend Diarylmethanolen wurde entwickelt. Die asymmetrischen Additionen verlaufen unter milden Reaktionsbedingungen in Anwesenheit chiraler Phosphorsäuren ergeben die entsprechenden Addukte mit exzellenten Ausbeuten Enantioselektivitäten.
The first enantio- and diastereoselective Betti/intramolecular aza-Michael sequence carried out using a C3-symmetric chiral trisimidazoline organocatalyst is reported. reaction of phenols N-tosylimines bearing Michael acceptor moiety afforded densely functionalized 1,3-disubstituted isoindolines two stereogenic centers as single diastereomers in high yields (≤93%) excellent enantioselectivities (≤99.9%).
An enantioselective oxa-Piancatelli reaction was established for the first time using a chiral vanadium(v) catalyst. The dual Brønsted and Lewis acid properties of vanadium catalyst afforded 4-hydroxycyclopent-2-enone derivatives in up to 90% yields with 93 : 7 enantiomeric ratios, as well >20 1 diastereomeric ratios.
Abstract Enantioselective oxidative couplings of 4-hydroxycarbazoles using a chiral dinuclear vanadium(V) complex have been achieved for the first time. Under mild reaction conditions, corresponding dimeric were obtained in up to 90% ee.
Abstract A stereoselective [4+2] annulation of acyclic all‐carbon tetrasubstituted alkenes with allenoates was described. The reaction DABCO proceeded smoothly leading to the formation highly functionalized 4 H ‐pyran derivatives in good yields. We have also reported first β ‐ICD‐catalyzed affording enantioenriched 2H bearing a chiral quaternary center.
Abstract We have developed a method for ring contraction of N− H piperidines using oxidative rearrangement with PhI(OAc) 2 . The reaction forms iminium ion intermediates that are effectively trapped by nucleophiles (e. g., NaBH 4 , O) yielding the corresponding pyrrolidine derivatives. Additionally, we propose an ionic mechanism supported experiments and density‐functional theory calculations.