有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
71 巻, 3 号
選択された号の論文の9件中1~9を表示しています
巻頭言
総説および総合論文
  • 久保田 俊夫
    2013 年 71 巻 3 号 p. 196-206
    発行日: 2013/03/01
    公開日: 2013/04/08
    ジャーナル 認証あり
    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).
  • 粳間 由幸, 世良 佳彦, 臼杵 克之助, 飯尾 英夫
    2013 年 71 巻 3 号 p. 207-216
    発行日: 2013/03/01
    公開日: 2013/04/08
    ジャーナル 認証あり
    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.
  • 村藤 俊宏
    2013 年 71 巻 3 号 p. 217-228
    発行日: 2013/03/01
    公開日: 2013/04/08
    ジャーナル 認証あり
    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.
  • 谷口 剛史, 石橋 弘行
    2013 年 71 巻 3 号 p. 229-236
    発行日: 2013/03/01
    公開日: 2013/04/08
    ジャーナル 認証あり
    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.
  • 古田 未有, 花屋 賢悟, 庄司 満, 須貝 威
    2013 年 71 巻 3 号 p. 237-246
    発行日: 2013/03/01
    公開日: 2013/04/08
    ジャーナル 認証あり
    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.
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