Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Search
Advanced search
OR
Browse
Search
Volume 71, Issue 3
Displaying 1-9 of 9 articles from this issue
Show all abstracts
    • |<
    • <
    • 1
    • >
    • >|
Preface
Reviews and Accounts
  • Recent Development of Fluorine-containing Transparent Polymers
    Toshio Kubota
    2013 Volume 71 Issue 3 Pages 196-206
    Published: March 01, 2013
    Released on J-STAGE: April 08, 2013
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.71.196
    JOURNAL RESTRICTED ACCESS
    Show abstractHide abstract
    Polyfluorinated polymers have unique properties arise from the carbon-fluorine bonds which have small polarizability and strong bond energy. They exhibit the excellent chemical stability and the electrical characteristics (low-dielectric constant, low volume resistivity, low-dielectric loss and good electrical insulation property). The small polarizability carbon-fluorine bonds cause the low refractive index and high Abbe’s number. The suppression of crystallization of the fluoropolymers, for example, by the introduction of cyclic ethereal structure in their main chains gives amorphous fluoropolymers such as Teflon AF and Cytop which are highly transparent from UV to near IR region. The recent advances on transparent fluoropolymers is marshaled in this paper. The 1,6-diene type monomer derived in only one step from octafluorocyclopentene was readily polymerized to form our new type of semifluorinated polymers containing the bicyclic ether structure (spiro and bicyclo structure).
    View full abstract
    Download PDF (3644K)
  • Key Substances Involved in Biological Phenomena of Ciliates
    Yoshiyuki Uruma, Yoshihiko Sera, Yoshinosuke Usuki, Hideo Iio
    2013 Volume 71 Issue 3 Pages 207-216
    Published: March 01, 2013
    Released on J-STAGE: April 08, 2013
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.71.207
    JOURNAL RESTRICTED ACCESS
    Show abstractHide abstract
    Protozoan ciliates are eukaryotic unicellular organisms characterized by the presence of hair-like organelles called cilia. In this article the chemistries of biologically active natural products, especially focused on and also the toxic chemicals which function as defense substances against the predators the compounds leading to conjugation of the cells, are described. Isolation and the synthesis of the colorless defense toxins spirostomin from Spirostomum teres and climacostol from Climacostomum virensare also described.
    Enantiomerically pure blepharismone (also named gamone 2), a mating inducing pheromone produced by type II cells of the ciliate Blepharisma japonicum were practically synthesized via Stille cross-coupling reaction.
    View full abstract
    Download PDF (2623K)
  • Convenient Synthesis of Substituted Azulenes Based on Metalation
    Toshihiro Murafuji
    2013 Volume 71 Issue 3 Pages 217-228
    Published: March 01, 2013
    Released on J-STAGE: April 08, 2013
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.71.217
    JOURNAL RESTRICTED ACCESS
    Show abstractHide abstract
    Azulene derivatives have been recognized for their application in medicinal therapy against inflammation. Recently, azulene analogs have been used in optical technology. Nevertheless, synthesis of this family of compounds is always associated with multiple challenges. The reason is attributed to the lack of convenient methods for the synthesis of substituted azulenes. Because of π-electron polarization, azulene undergoes nucleophilic addition at its 4-, 6-, and 8-positions and electrophilic substitution at its 1- and 3-positions. Azulene derivatives bearing substituents at the 2-, 5-, or 7-positions have therefore previously been produced simply by the construction of the azulene skeleton, which introduces the substituent at an early stage of each synthetic method. We describe the convenient synthesis of 2-substituted azulene derivatives from parent azulene 1, a readily available starting material. The technique illustrated here involves various metalation reactions of azulenes.
    View full abstract
    Download PDF (2229K)
  • Synthesis of Natural Products Using Radical Cascades
    Tsuyoshi Taniguchi, Hiroyuki Ishibashi
    2013 Volume 71 Issue 3 Pages 229-236
    Published: March 01, 2013
    Released on J-STAGE: April 08, 2013
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.71.229
    JOURNAL RESTRICTED ACCESS
    Show abstractHide abstract
    In this review, recent applications of radical cascade reactions to synthetic studies of polycyclic natural products have been described. Radical cascade reactions are powerful tasks in synthetic chemistry because they can construct plural rings at one step. Controls in radical cyclizations, such as stereo- or regioselectivities, are important to obtain targeting cyclic molecules in high yield. Combinations of well-designed substrates and suitable radical reagents often realize desired radical cascades which lead to short total synthesis of natural products. So far, many of traditional radical cascades are designed as processes involving 5-exo cyclizations, which are the most favorable and reliable in radical cyclizations. This review would illustrate that recent innovative development of radical chemistry have extended scopes of radical cascades in the synthesis of natural products. It has mainly included examples of novel radical cascades using endo selective cyclizations, medium-ring constructions, aromatic homolytic substitutions, and ring expansions.
    View full abstract
    Download PDF (1444K)
  • Towards the Integrated Exploitation of Microbial and Enzymatic Catalysis — Importance of Substrate Molecular Technology and Quest of Biocatalysts, for Designing Synthetic Plans
    Miyu Furuta, Kengo Hanaya, Mitsuru Shoji, Takeshi Sugai
    2013 Volume 71 Issue 3 Pages 237-246
    Published: March 01, 2013
    Released on J-STAGE: April 08, 2013
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.71.237
    JOURNAL RESTRICTED ACCESS
    Show abstractHide abstract
    Nowadays, biocatalytic, involving microbial and enzymatic, transformations are widely applied for the production of fine chemicals, such as active pharmaceutical ingredients, and for the key reactions for the total synthesis of complex natural products. In this issue, we especially emphasize on two topics, the elaboration on “substrate molecular technology” and “quest of biocatalysts” in our examples of hydrolase-catalyzed kinetic resolution and asymmetric reduction. The aim of this approach is to find the optimized structure and synthetic routes of substrates, which would be maximally advantageous for both selectivity of enzyme-catalyzed reaction, and the total efficiency to target molecules.
    View full abstract
    Download PDF (2820K)
Review de Debut
  • Natural Product-inspired Cascade Synthesis for Chemical Biology
    Sho Yamaguchi
    2013 Volume 71 Issue 3 Pages 247-248
    Published: March 01, 2013
    Released on J-STAGE: April 08, 2013
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.71.247
    JOURNAL OPEN ACCESS
    Show abstractHide abstract
    The development of a highly efficient cascade reaction sequence that rapidly proceeds via 12 consecutive chemical transformations in one pot has been described. This cascade reaction includes nine different chemical reactions and two opposing types of organocatalysis (Brønsted acid and phosphine catalysis) , and terminates in the formation of tetracyclic tetrahydroindolo[2,3-a]quinolizines, which resemble the core scaffold of numerous polycyclic indole alkaloids. By the biological investigation of the corresponding focused compound collections, two highly active compounds were discovered. In addition, cellular targets of the compounds were identified using fluorescent probe.
    View full abstract
    Download PDF (894K)
Crossroad
Challenge
    • |<
    • <
    • 1
    • >
    • >|
feedback
 Top