巻号一覧
69 巻, 1 号
選択された号の論文の10件中1～10を表示しています
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巻頭言
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楠本 正一2011 年 69 巻 1 号 p. 1
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル オープンアクセスPDF形式でダウンロード (554K)
総説および総合論文
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只野 金一2011 年 69 巻 1 号 p. 4-16
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありIn this article, the author outlines five total syntheses of structurally unique and biologically intriguing natural products, which were matters of attractive concern in the author’s group during these two decades. The following natural product syntheses are summarized in this article: (1) a mycotoxin, (+)-asteltoxin, (2) sex-attracting insect pheromones, (−)-anastrephin and (−)-epianastrephin, (3) a bisabolene-type sesquiterpenoid, (+)-paniculide B, (4) 17-memberd tetra- and pentacyclic antibiotics, (+)-macquarimicins, and (5) cytotoxic and immunosuppressive caryophyllene-type sesquiterpenoid, (+)-pestalotiopsin A and its (−)-enantiomer. In conjunction with these total syntheses, the multigram-scale access to two versatile and enantiomerically homogeneous building blocks from D-glucose is also described. The synthetic utility of the both building blocks was convincingly demonstrated through the total syntheses of the above three natural products.抄録全体を表示PDF形式でダウンロード (1817K) -
山口 雅彦2011 年 69 巻 1 号 p. 17-27
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありBased on the development of multigram synthesis for optically pure helicenes, a series of studies on chiral aromatic compounds has been conducted. Various helicene derivatives were synthesized, some of which exhibited interesting properties in chiral recognition and chiral catalysis. Then, the study was extended to built-up macromolecules, which are synthetic molecules of several thousands daltons with nanometer sizes obtained by connecting the helicene. Such macromolecules formed layer structures, controlled bimolecular, and higher aggregate structures by the interactions of the helical π-electron systems. It should be noted that various double-helix molecules were obtained by this method. Gel formation and nanoparticle aggregation were examined using the self-assembly of the built-up macromolecules. This is an example of organic synthesis to challenge the integration of substances from small molecules to large molecular systems.抄録全体を表示PDF形式でダウンロード (1298K) -
芝原 文利, 村井 利昭2011 年 69 巻 1 号 p. 28-37
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありOrganosulfur compounds play an important role in organic synthesis owing to their unique reactivities. We have been focusing on development of transformation and synthesis of organosulfur compounds. In this account, we describe our recent advances on the transformations and syntheses of organosulfur compounds via oxidative or reductive activation of sulfur atom. Oxidative activation of sulfur atom on organosulfur compounds promotes substitution reaction involving elimination of sulfur moieties (desulfurization) efficiently, particularly intramolecular cyclization. Indeed, iodine-mediated oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides leading to imidazo [1,5-a]pyridines proceeds rapidly under mild conditions. Although the reaction requires higher temperature, a similar oxidative desulfurization-cyclization of thioamides is achieved using oxygen gas as an oxidant in the presence of copper catalysts. Also, oxidative activation of sulfur atom can be applied to direct sulfidation of aromatic compounds using elemental sulfur via electrophilic substitution fashion. Furthermore, hydrochlorosilane-mediated reductive activation of elemental sulfur promotes direct thionations of carbonyl compounds. The reaction can be applied to a wide variety of carbonyl compounds.抄録全体を表示PDF形式でダウンロード (1323K) -
坂井 教郎, 小中原 猛雄2011 年 69 巻 1 号 p. 38-47
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありIndium (III) salt has attracted considerable attention in synthetic organic chemistry due to its low toxicity, high stability under aqueous conditions, and strong tolerance to oxygen- and nitrogen containing functional groups. Hence, our interest focused on developing a novel synthetic organic reaction based on activation by the trivalent indium halide. Herein we report the following reactions: (i) an InBr3-Et3N reagent system-promoted alkynylation of aldehydes or N,O-acetals leading to various propargylic alcohols or amines; (ii) a Pd(II)-InBr3 reagent system-catalyzed cross-coupling reaction of terminal alkynes with aryl iodides leading to the functionalized alkyne derivatives; (iii) InBr3-catalyzed intramolecular cyclization of various ethynylanilines producing a variety of indole derivatives; (iv) InBr3-promoted intermolecular dimerization of the ethynylanilines without a substituent on a terminal alkyne affording polysubstituted quinolines; (v) an InBr3-Et3SiH reagent system-promoted chemoselective deoxygenation of esters, amides or nitrobenzenes producing the corresponding highly valuable compounds.抄録全体を表示PDF形式でダウンロード (1310K) -
古谷 建, Tobias Ritter2011 年 69 巻 1 号 p. 48-61
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありA selection of aromatic carbon-fluorine bond-forming reactions is presented with particular focus on transition-metal-mediated fluorination. Introductory comments on the importance and application of fluorinated organic molecules are followed by an overview of conventional fluorination reactions including nucleophilic aromatic substitution, electrophilic aromatic substitution, and the Balz-Schiemann reaction. A discussion of the recent development of the fluorination reactions mediated by palladium and silver is presented. This review focuses on the mechanisms of the presented fluorination reactions as well as the conceptual difficulty associated with transition-metal-mediated carbon-fluorine bond formation in contrast to other carbon-heteroatom bond formation.抄録全体を表示PDF形式でダウンロード (1767K) -
徳永 雄次2011 年 69 巻 1 号 p. 62-72
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありNoncovalent interactions sometimes play critical roles in restricting molecular dynamics. Rotaxanes that contain two or more recognition sites in one of their components can exist as two or more different translational isomers. Regulating the motion of these isomers, or the association and dissociation of pseudorotaxanes, in response to external stimuli is an attractive challenge because such switching systems would aid the development of molecular devices, sensors, drug delivery systems, and so on. Many molecular switch systems based on (pseudo) rotaxane respond to external stimuli, including chemical additives, pH, solvent polarity, light, electrochemical reduction and oxidation, and temperature. This review focuses on mechanisms of the translational isomerism and the association and dissociation of pseudorotaxanes: regulation of interactions between two or more components caused by the provisional changes of functional groups and the changes in three-dimensional structures of the molecules.抄録全体を表示PDF形式でダウンロード (1298K)
Review de Debut
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山田 重之2011 年 69 巻 1 号 p. 73-74
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル オープンアクセスNitroarenes are recognized as one of the most important compounds because they would be key compounds for preparing pharmaceuticals as well as a number of materials. In this short review, recent progress on the regioselective preparation of nitroarenes using electrophilic-(RONO2) or nucleophilic nitrating agents (RONO) are described.抄録全体を表示PDF形式でダウンロード (655K)
十字路
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山口 雅彦, 古谷 建, 徳永 雄次2011 年 69 巻 1 号 p. 75
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル オープンアクセスPDF形式でダウンロード (559K)
反応機構演習
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横島 聡2011 年 69 巻 1 号 p. 77-78
発行日: 2011/01/01
公開日: 2011/02/21
ジャーナル 認証ありPDF形式でダウンロード (554K)
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