著者

松本 和男 関 雅彦

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.49, no.1, pp.26-41, 1991-01-01 (Released:2010-01-28)

参考文献数

68

被引用文献数

6 9

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This review deals with the chemistry of aspartic acid derivatives and its utilization for drug-syntheses. It should be noted in particular that “Aspartylation”, in which the aspartic acid skeleton is introduced into the target molecules by the use of various aspartic acid synthons, provides a useful methodology for the prepara-tion of the pharmaceuticals.

著者

市村 通朗

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.64, no.5, pp.548-558, 2006-05-01 (Released:2010-10-20)

参考文献数

33

被引用文献数

1 2

---

The microbial screening is an approach for discovering medicines out of microbial metabolites. The natural products (microbial metabolites) are known to possess very unique and complicated structure that could not be imagined. In addition, many of them also have highly potent and selective (specific) biological activities. This report focuses on the feature and present situation of microbial screening in drug discovery field. Firstly, the recent study and development on antitumor antibiotics, duocarmyicins (related compounds) and calicheamicin γ1IIthat indicate extraordinary potent activity, are reviewed. Next, the biochemical and pharmacological study on KS-505a (C 40 tetraterpenoid) produced by Streptomyces argenteolus, a PDE 1 (calcium/calmodulin-dependent phosphodiesterase) isoform selective inhibitor, is presented. The relationship between the microbial screening and recent “chemical biology” or “chemical genetics” approach is also discussed, using for examples, the mode of action of rapamycin and stem cell-based medicine. Finally, the basic strategy in microbial screening (method, target diseases etc.) is described.

著者

衣川 雅彦 新井 仁 小笠 剛裕 河西 政次

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.57, no.5, pp.401-406, 1999-05-01 (Released:2009-11-16)

参考文献数

16

被引用文献数

2 5

---

A convenient large-scale preparation of the indoloquinone antitumor agent EO9 has been developed. A Nenitzescu reaction has been used to prepare the indole skeleton having all functional groups necessary for its conversion into a key intermediate in a short synthesis of the indoloquinone EO9. Moreover, the hazardous reagent, Fremy's salt was replaced by safer one, [bis (trifluoroacetoxy) iodo] benzene, for oxidation of the 4-aminoindole to the corresponding indoloquinone, and high quality EO9 was easily obtained by choosing acetonitrile as the solvent in the substitution reaction of the methoxy group with ethylenimine to introduce the aziridinyl group into the precursor.

著者

山田 昌樹 大水 博

出版者

公益社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.60, no.5, pp.512-513, 2002-05-01 (Released:2009-11-13)

参考文献数

3

著者

藤沢 有 宇梶 裕

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.47, no.3, pp.186-199, 1989-03-01 (Released:2010-01-22)

参考文献数

93

被引用文献数

12 12

---

The ever advancing development of chemical reactions has initiated enormous progress towards the stereoselective reactions. In almost cases, however, only one isomer of the possible two isomers can be obtained by these reactions and nowadays selective synthesis of both isomers is required. The present article reviews the current advancement for selective diastereoface differentiating reactions to give both isomers especially relating to nucleophilic addition reactions to carbonyl compounds with an asymmetric center. Fundamental significance is to utilize metal reagents possessing various coordinating abilities.

著者

大西 智之

出版者

公益社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.59, no.5, pp.448-449, 2001-05-01 (Released:2009-11-13)

参考文献数

2

著者

辻 尚志

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.58, no.7, pp.683-690, 2000-07-01 (Released:2009-11-13)

参考文献数

25

被引用文献数

1 2

---

A series of conformationally constrained nucleoside analogues with two hydroxymethyl groups mimicking the 3'- and 5'-hydroxyl groups of the 2'-deoxyribose were prepared and evaluated for their antiherpetic activity. Among those, 9- [[cis-1'-, 2'-bis (hydroxylmethyl) cycloprop-1'-yl] methy] guanine showed extremely potent antiviral activity against HSV-1. One of the enantiomers with (1'S), (2'R) -configuration (A-5021) was proved to be the active form. A-5021 was more active than acyclovir (ACV) against HSV-1, HSV-2, VZV, HCMV and showed superior activity over ACV in animal models. An efficient process for preparation of A-5021 including enantioselective hydrolysis of the intermediate is described. An oral prodrug AV-038 and anti-VZV drug AV-100 are also described.

著者

新開 一朗

出版者

公益社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.58, no.5, pp.432-434, 2000-05-01 (Released:2009-11-13)

著者

吉本 昌文 岩野 雄次 石田 登 平岡 哲夫 岸田 有吉

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.31, no.2, pp.176, 1973-02-01 (Released:2009-11-13)

参考文献数

5

著者

佐藤 文憲

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.53, no.4, pp.284-297, 1995-04-01 (Released:2009-11-16)

参考文献数

37

被引用文献数

1 4

---

Brevetoxins are powerful neurotoxins produced by dinoflagellate strain Gymnodinium berve Davis, isolated from the Florida “red tide” dinoflagellate. Their unique structure presents an opportunistic and formidable synthetic problem, particularly with regard to the construction of its medium-sized ring systems. This would almost certainly require new synthetic technology and a carefully designed strategy before yielding to total synthesis. This review deals with some new, practical and efficient synthetic technologies for the construction and chemical manipulation of medium-sized cyclic ether developed in K K.C. Nicolaou's laboratories.First total synthesis of hemibrevetoxin B (3) performed by these technologies is also delineated.

著者

小夫家 芳明

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.30, no.12, pp.992-1005, 1972-12-01 (Released:2010-01-22)

参考文献数

75

被引用文献数

2 3

著者

杉江 敦司

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.72, no.4, pp.429-430, 2014

被引用文献数

2

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Gold nanoparticle whose surface is protected by adsorption of thiols attracts considerable attention as advanced materials. Organic-bond forming reaction on the surface of thiol-capped gold nanoparticle would be effective protocol for introduction of functionality onto gold nanoparticle. This review highlights selected examples of recent advance in organic-reaction inspired surface modification of gold nanoparticle.

著者

野平 博之

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.50, no.1, pp.14-23, 1992-01-01 (Released:2009-11-16)

参考文献数

35

被引用文献数

2 4

---

Some new methods and practical strategies for the efficient resolution of a wide variety of organic componds by means of such crystallization procedures as preferential crystallization, diastereomeric salt formation and their combination are described. Utilizing the organic compounds with high optical purities thus obtained, application study in the following field has been performed;1) verification of the Brewster's theory of optical activity, 2) syntheses of pharmaceutical, agricultural and perfuming chemicals, 3) preparation of optical purity determining agents, 4) preparation of atropisomeric bis (triarylphosphine) as a catalyst for asymmetric hydrogenation, 5) syntheses of ferroelectric liquid crystals. In this article, an outline of our investigation in the above mentioned fields is also described.

著者

篠原 好幸

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.35, no.2, pp.138-146, 1977-02-01 (Released:2009-11-13)

参考文献数

40

被引用文献数

1 2

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フェノールは合成樹脂, 合成繊維, 農医薬, 界面活性剤等の原料中間体として有機化学工業における重要な基礎物質の一つである。現在全世界で約300万トン以上使用されている。フェノールはF.F.Rungeによって1834年コールタール中より発見され, Karbolsäaure (石炭酸) と命名された。19世紀後半における有機化学工業の発達にともない, フェノールはコールタール中のタール酸より分留により工業的に製造されるようになった。フェノール誘導体の伸張はタール分留のみによる供給に不足をきたし, 合成法が研究され, ベンゼンスルフォン化法 (硫酸法) が1890年代にドイツで企業化された。フェノールは軍用火薬ピクリン酸の原料としても大量使用され, 第1次, 第2次大戦において合成フェノール工業は急速に拡張され, 硫酸法の改良, 塩素化法の企業化等の技術的な発達を促した。第2次大戦中アメリカで発達した石油化学工業はフェノール合成法にも原料, 技術の面で大幅な進展を遂げ, ラッシヒ法の工業化, クメン法の発見, 工業化技術の完成, トルエン法の企業化と目覚ましい展開を見るに至った。現在全世界のフェノールは90%以上が合成法により供給され, コークス炉ガス, コールタール, 石油よりの回収いわゆる天然フェノールは10%以下である。また合成法の80%はクメン法によって生産されている。本稿はフェノール合成法の概略について歴史的に振り返り, 技術的経済的問題についても述べたい。

著者

横川 文明 塩入 孝之

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.58, no.7, pp.634-641, 2000-07-01 (Released:2009-11-13)

参考文献数

29

被引用文献数

2 4

---

Antillatoxin is an ichthyotoxic cyclic lipopeptide isolated by Gerwick and co-workers from the marine cyanobacterium Lyngbya majuscula collected in Curacao. Although we have finished the stereoselective total synthesis of antillatoxin having the proposed structure with (4S, 5R) -configuration, we have found that the synthetic sample was not identical with the natural one and the proposed structure should be revised. Further our synthetic efforts have culminated in the first total synthesis of antillatoxin in its natural form, proving that the natural one has (4R, 5R) -configuration. In this account, our total synthesis and synthetic studies by other groups will be discussed.

著者

白岩 雅文 大野 雅二 長谷川 淳三

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.45, no.4, pp.396-396, 1987-04-01 (Released:2009-11-13)

著者

尾島 巌

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.58, no.5, pp.397-398, 2000-05-01 (Released:2009-11-13)

著者

山田 幸子 高山 浩明

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.46, no.9, pp.893-908, 1988-09-01 (Released:2009-11-13)

参考文献数

76

被引用文献数

7 8

---

Recent advances in the chemistry of 3- sulfolene, 2, 5- dihydrothiophene 1, 1-dioxide, are reviewed from a view point of diene synthesis. Reaction of 3- sulfolene α- carbanion generated under a variety of basic conditions with various electrophiles followed by a stereoselective desulfonylation provides a new method for synthesizing (E) -, (E, Z) -, and (E, E) -conjugated dienes with extremely high stereoselectivity. The method is applied to the syntheses of various natural products having a conjugated diene structure. 3-Sulfolenes are used as masked dienes in the syntheses of cyclic compounds including natural products via inter- and intramolecular Diels-Alder reactions. Some other developments of the chemistry of 3-sulfolenes and its benzo analogs, benzo [c] -1, 3-dihydrothiophene 2, 2-dioxides, are briefly reviewed.

著者

菊嶌 孝太郎

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.73, no.1, pp.76-77, 2015 (Released:2015-02-20)

参考文献数

13

---

In 2009, Buchwald group demonstrated the first catalytic nucleophilic fluorination to aryl fluorides in the presence of Pd-catalyst based on tBuBrettPhos with CsF as a fluoride source. Based on the significant report, the palladium-catalyzed nucleophilic fluorination system has been modified to improve the reactivity. Additionally, some groups reported the Cu-mediated and -catalyzed nucleophilic fluorination, wherein the reactions are considered to involve the formation of Cu(III) intermediates.

著者

大熊 毅 野依 良治

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.54, no.7, pp.553-563, 1996-07-01 (Released:2009-11-16)

参考文献数

32

被引用文献数

3 5

---

Enantioselective reduction of prochiral ketones to optically active secondary alcohols is an important, fundamental subject in synthetic organic chemistry, because the resulting chiral alcohols are versatile building blocks for synthesis of natural or unnatural biological active compounds as well as functional materials. Asymmetric hydrogenation is particularly useful for a large-scale reduction because of the operational simplicity, economical advantage, and environmental consciousness. Enantioselective hydrogenation of simple ketones which have no heteroatoms near carbonyl groups has remained difficult. This review describes the recent development in this area. Certain chiral Ru (II) complexes exhibit an excellent catalytic activity and enantiodifferentiation ability in asymmetric hydrogenation of simple ketones in homogeneous phase.