有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
46 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
  • 西山 繁, 山村 庄亮
    1988 年 46 巻 3 号 p. 192-204
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
    Birch reduction of aromatic ethers is well-known to afford alicyclic compounds such as cyclohexenones and cyclohexadienes. Oxidation of phenols also affords alicyclic ones such as cyclohexadienones in addition to oxidative coupling products. Mainly, we describe herein phenolic oxidation giving alicyclic compounds, from which a number of bioactive natural products have been synthesized
  • ホモフタル酸無水物および関連化合物の環化付加反応
    田村 恭光, 北 泰行
    1988 年 46 巻 3 号 p. 205-217
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
    Anthracycline antibiotics are important antitumor agents in clinical use and much attention has been paid to the synthesis of these antibiotics and related compounds. In this article, authors explain new and facile cycloadditions of homophthalic anhydrides and application of these reactions to highly regiospecific syntheses of naturally occurring anthracycline antibiotics and related anthracyclines. This review contains the following items with 57 references; [1] Cycloaddition of homophthalic anhydrides; a) thermal cycloaddition, b) strong base-induced cycloaddition. [2] Synthesis of anthracyclines; a) 4-demethoxydaunomycin and daunomycin, b) 11-deoxydaunomycin, c) adriamycin-type anthracycline, d) optically active anthracyclinone, e) amino sugars. [3] Synthesis of D-ring heteroaromatic analogues of anthracyclines.
  • 井沢 邦輔
    1988 年 46 巻 3 号 p. 218-231
    発行日: 1988/03/01
    公開日: 2010/01/22
    ジャーナル フリー
    A variety of Nacyl-α-amino acids are synthesized from aldehyde and amide via cobalt catalyzed amido-carbonylation (Wakamatsu) reaction. The reaction proceeds under exactly the same conditions as used for the hydroformylation (Oxo) reaction. So, olefins, alcohols, epoxides and halides which give aldehydes under the reaction conditions can be satisfactorily used instead of aldehydes. When acetals are used as starting materials, N-acyl-α-amino esters are obtained. The intramolecular amido-carbonylation provides a convenient route to cyclic α-amino acids or esters. Furthermore, N-acyl-α-amino esters are synthesized from N-acylamines through anodic oxidation followed by amido-carbonylation with high efficiency. By utilizing the methodology, a highly stereoselective synthesis of teneraic acid 14 was achieved. Possible mechanisms for these new processes are discussed in detail.
  • 蛋白質ハイブリッド
    松島 瑞子, 稲田 祐二
    1988 年 46 巻 3 号 p. 232-243
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
    解説蛋白質分子表面に合成高分子を化学的に結合させることによって, 蛋白質自身の有する欠点を補う, あるいは新しい機能を発現させることが可能である。その際重要なことは繊細な蛋白質の有する機能を損なうことなく修飾する必要がある。本稿では, ポリエチレングリコールを酵素表面に結合させたハイブリッド物質が有機溶媒に溶解し, 酵素活性を発現することについて述べる。加水分解酵素であるリパーゼ, キモトリプシンは有機溶媒中で加水分解反応の逆反応, エステル合成, エステル交換, 酸-アミド結合形成, が可能である。ヘム酵素も有機溶媒に可溶化できる。さらに合成高分子-蛋白質ハイブリッドにマグネタイトを結合させることが可能であり, 有機溶媒中に分散し, 磁場を加えることによって容易に回収できる。磁性体-合成高分子-蛋白質ハイブリッドは多機能生体材料といえる。
  • 環電流効果を示す限界員数を探る
    尾島 十郎
    1988 年 46 巻 3 号 p. 244-255
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
    Methano-bridged bisdehydro [18] -, - [20] -, - [22] -, - [24] -, - [26] -, - [28] -, - [30] -, - [32] -, - [34] -, and - [38] annulenes have been synthesized by the Witting reaction between 1, 6-diformylcycloheptatriene or its vinylogous dialdehydes and (Z) -3-methl- or -t-butyl-2-penten-4-ynyltriphenylphosphonium bromide, followed by oxidative coupling with copper (II) acetate in pyridine. Bisdehydro [13] -, - [15] -, - [17] -, - [19] -, - [21] -, - [23] -, and -[25] annulenones have been synthesized by aldol condensation of (Z) -3-methyl-2-penten-4-ynal or its vinylogous aldehydes with the methyl ketones derived from the aldehydes, followed by oxidative coupling of the resulting acyclic ketones. Bisdehydroaza [14] -, - [16] -, - [18] -, - [20] -, and - [22] annulenes have been synthesized by the Beckmann rearrangement of the oximes from the annulenones, followed by exhaustive alkylation of the resulting lactams. Pentafulvalenes, heptafulvalenes, and fulvenes consisting of large-ring were derived from the annulenones. The properties of these macrocylic conjugated compounds are discussed on the basis of 1H NMR and electronic spectra.
  • 淵上 寿雄, 野中 勉
    1988 年 46 巻 3 号 p. 256-269
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
    Studies on reactive intermediates are important to clarify reaction mechanisms and also to design useful synthetic reactions. From this viewpoint, the generation of reactive nitrogen species and their synthetic application were studied using chemical and electrochemical oxidation and reduction. This article is organized under the following headings.
    1. Introduction
    2. Generation of Reactive Nitrogen Species by N-Halogenation Followed by Dehalogenation and Their Synthetic Application
    2.1. Rearrangement of N-Alkylhaloamidines
    2.2. Synthesis of 1, 2, 4-Oxadiazoles
    2.3. Synthesis of N-Imidoylsulfilimines
    2. 4. Synthesis of Δ4-1, 2, 4-Thiadiazolines
    3. Generation of Nitrenes by Electrochemical Reduction of N, N-Dihalo Compounds
    4. Electrochemical Generation of Reactive Nitrogen Species and Their Synthetic Application
    4.1. Ammoniumyl and Aminyl Radicals
    4.2. Nitrenes
    4.3. Aminonitrenes
    4.4. Nitrenium Ions
    4.5. Reactive Aminyl Anions
    4.6. Others
    5. Concluding Remarks
  • 西口 郁三, 平嶋 恒亮
    1988 年 46 巻 3 号 p. 270-284
    発行日: 1988/03/01
    公開日: 2010/04/23
    ジャーナル フリー
    This article reveals development of new synthetic methods for seven types of fine-chemicals' intermediates using electroorganic oxidation, which has been undertaken for the purpose of accelerating industrial utilization of electroorganic synthesis.
    From the viewpoint of simplicity of procedure, non-pollutive character, high economical efficiency, good yields, and high selectivity, these electrochemical methods may possess high potentiality for industrial production of some of those useful fine-chemicals.
  • 斉藤 彰久
    1988 年 46 巻 3 号 p. 285-286
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
    工業生産されているノニルフェノールは, 分岐アルキル基を側鎖に持つ, 主としてパラ置換体からなるモノアルキルフェノール混合物である。大半が非イオン界面活性剤の原料として用いられている。
  • 山村 庄亮, 北 泰行, 尾島 十郎, 西口 郁三, 平嶋 恒亮
    1988 年 46 巻 3 号 p. 287
    発行日: 1988/03/01
    公開日: 2009/11/13
    ジャーナル フリー
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