著者
池上 四郎 柴崎 正勝
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.38, no.11, pp.1037-1052, 1980-11-01 (Released:2010-04-23)
参考文献数
67
被引用文献数
5 6

This review, including two parts, deals with recent progress in the prostaglandin field. The first part is concerned with the synthetic studies of endoperoxides, thromboxanes, prostacyclins and leukotrienes. The second describes briefly the biological properties of various stable synthetic analogs.
著者
浦口 大輔 大井 貴史
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.76, no.11, pp.1144-1153, 2018-11-01 (Released:2018-11-09)
参考文献数
97
被引用文献数
8

The ammonium betaine was developed as an intramolecular ion-pair catalyst for realizing cooperative catalysis of a cation and anion; i.e. ion-pair catalysis. Combination of the stereocontrolling ability of the chiral ammonium ion and functions of the pairing aryloxylate ion enabled bifunctional organic base catalysis and ionic nucleophilic catalysis, which facilitate a variety of organic transformations with rigorous stereochemical control. In addition, employing a single-electron-accepting cation as a partner of the basic aryloxylate led to the development of a chemical redox catalyst with the capability of proton-coupled electron transfer (PCET). This research demonstrates a power of the ion-pair catalysis in selective organic synthesis and is therefore likely to stimulate further study in this field.
著者
細見 彰 櫻井 英樹
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.43, no.5, pp.406-418, 1985-05-01 (Released:2009-11-13)
参考文献数
117
被引用文献数
15 18

Allylsilanes can provide synthetic strategies which are not achieved with other allylic metal reagents such as the Grignard, lithium and transition metal reagents. In this review article, the characteristics in the reactions of allylsilanes, especially not only enhanced reactivities towards various electrophiles due to σ-π conjugation but also regio-, stereo-, and chemoselectivities, are surveyed. Moreover, a variety of allylsilanes that have been synthesized and utilized as versatile synthetic equivalents are summarized.
著者
津吹 政可
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.51, no.5, pp.399-411, 1993-05-01 (Released:2010-01-28)
参考文献数
59
被引用文献数
10 13

Furans have been recognized as useful intermediates in organic synthesis. Among the synthetic utilities of furans, 1, 4-dicarbonyl equivalence is one of the characteristic features. This article describes the methodology for the synthesis of natural products, such as physiologically active steroids and lactonic antibiotics, employing the 1, 4-dicarbonyl equivalents derived from furan derivatives. The synthetic strategy is based on oxidative conversion of chiral furfuryl alcohols into the pyranones followed by their functionalization with appropriate nucleophiles and electrophiles to provide the modified pyrans possessing desired stereochemistries. These intermediates have been transformed into withanolide and brassinolide side chains, styryl lactones such as goniothalamin and goniodiol, malyngolide, and canadensolide. Chiral furfuryl alcohols have been prepared as follows. 1) Diastereoselective addition of 2-lithiofurans to chiral carbonyl compounds. 2) Kinetic resolution of secondary furfuryl alcohols using Sharpless reagent.
著者
伊藤 雄三
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.5, pp.432-436, 1991-05-01 (Released:2009-11-16)
参考文献数
17
被引用文献数
2 4

In order to design organic nonlinear optical materials, several of theoretical calculations are necessary. Within the oriented gas model approximation, nonlinear susceptibilities of organic crystals can be calculated from hyperpolarizabilities of the molecule and the crystal structure. Molecular hyperpolarizabilities can be calculated very precisely by a molecular orbital method. Theoretical calculations of hyperpolarizabilities of polymers, which are important as third-order nonlinear materials, were done considering their exciton states although there remained several problems to be solved. The intermolecular interaction effects on hyperpolarizabilities were analysed by super molecule CPHF calculations of ab initio MO method.
著者
川上 浩 惠畑 隆 松下 肇
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.6, pp.535-544, 1992-06-01 (Released:2010-01-28)
参考文献数
62
被引用文献数
1 2

Many nucleoside analogues, which lack 2'-substituents, have been known to be a useful compound as anticancer and anti-virus agents. On the other hand, synthesis of these derivatives utilizing the condensation reactions between sugars and nucleic bases have a difficulty in the stereoselectivity of these reactions. In this paper, our investigation on the condensation reactions with some 2-deoxysugars are discussed in the point of stereoselectivity. Transformations to 2', 3'-dideoxynucleosides and 2', 3'-didehydro-2', 3'-dideoxynucleosides are also described.
著者
村上 正志 西田 進也
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.41, no.1, pp.22-37, 1983-01-01 (Released:2010-04-23)
参考文献数
137
被引用文献数
11 12

Chemical characteristics of cyclopropyl derivatives are classified and organic syntheses with practical utilization of these characteristics are reviewed. The classification involves : (1) additions of X-Y to a strained cyclopropyl sigma bond with ring cleavage; (2) additions of a nucleophile to activated cyclopropyl derivatives; (3) isomerizations of cyclopropyl cations, anions, and radicals to allylic species; (4) isomerizations of cyclopropylmethyl cations, anions, and radicals to either cyclobutyl or 3-butenyl species; (5) allenes from cyclopropylidenes and cyclopentadienes from 2-vinylcyclopropylidenes; (6) rearrangement of cyclopropylcarbenes to cyclobutenes; (7) reactions involving homolytic cleavage of a cyclopropane sigma bond; (8) vinylcyclopropane-cyclopentene rearrangement; (9) cis-1, 2-divinylcyclopropane-cyclohepta-1, 4-diene rearrangement and homo-1, 5-hydrogen migration; (10) homolyses of cyclopropene yielding vinylcarbenes ; (11) cycloadditions of some specifically activated olefins to cyclopropane derivatives; and (12) reactions of cyclopropene derivatives followed by ring cleavage of the resultant three-membered ring compounds.
著者
山口 裕二 片桐 洋史
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.76, no.8, pp.820-827, 2018-08-01 (Released:2018-08-09)
参考文献数
41
被引用文献数
1

Azulene is a simple substance belonging to the class of compounds known as non-benzenoid aromatic hydrocarbons, and has attracted much attention because of its unusual properties, typified by large dipole moment and long-wavelength absorption properties. In this paper, we describe the synthesis, structures, properties, and organic field-effect transistor (OFET) characteristics of 2-azulenyl end-capped oligomers and 2,6-connected terazulene isomers. These compounds showed small transition energies due to their effective π-conjugation system, high-order orientations in the crystalline state, and typical OFET characteristics with high carrier mobilities. In particular, terazulene isomers reveal a unique π-conjugation system with an asymmetric distribution of molecular orbitals, which present an unconventional concept: polarity control of OFET achieved by molecular orbital distribution control. The molecular design, based on the 2,6-connected azulene-based π-conjugation, could be a key approach for constructing various semiconductor materials. Moreover, these findings provide a basis for accelerated development of the solid-state chemistry of azulene.
著者
池内 和忠 若森 晋之介 廣兼 司 山田 英俊
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.76, no.9, pp.904-913, 2018-09-01 (Released:2018-09-07)
参考文献数
83
被引用文献数
2

This review describes synthetic methods that have brought remarkable increase of synthesizable ellagitannins. Acquisition of capability to enable syntheses of all ellagitannins, which are more than 1,000 characterized natural products and their analogues, would contribute to development of understanding structure-activity relationship. The two major reasons diversifying the structures of ellagitannins are the presence of the hexahydroxydiphenoyl group and the C-O digallates, each of which arises through formation of a C-C or a C-O bond between two galloyl groups. To increase the number of synthesizable ellagitannins, establishment of methods for synthesizing these two components and for assembling the components to construct ellagitannin molecules are essential. Three focuses here are methods for synthesizing (1) the hexahydroxydiphenoyl group, (2) glucose derivatives with hexahydroxydiphenoyl bridges, and (3) the C-O digallates. In addition, several applications of these methods for total syntheses of ellagitannins are exemplified.
著者
碇屋 隆雄 ジェソップ フィリップ G. 野依 良治
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.5, pp.358-369, 1995-05-01 (Released:2010-04-23)
参考文献数
48
被引用文献数
4 5

Most homogeneous catalysts have higher selectivity but lower rates than heterogeneous catalysts in gas-phase reactions. An ideal catalyst would have the best of both worlds, high selectivity and high rates which may be possible with homogeneous catalysts in supercritical fluids rather than liquid solvents. These fluids are compressed gases heated past their critical point. Preliminary results have confirmed that increased rates and selectivities can be obtained because of several unusual properties of supercritical fluids : high solubility of reactant gases, rapid diffusion between phases, and possibly weaker solvation of the catalyst. This review will describe research on organic reactions and homogeneous catalysis in supercritical fluids, with emphasis on supercritical carbon dioxide and water as reaction media.
著者
村山 徹郎
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.6, pp.541-551, 1999-06-01 (Released:2009-11-16)
参考文献数
59
被引用文献数
2 6

Electrophotography is one of the most prevalent copier and printer technologies. Photoreceptors play a major role in the electrophotographic process. Nowadays, organic photoconductive materials have been most widely used for photoreceptors. Azo and Phthalocyanine pigments are major charge carrier generation materials (CGMs). Hydrazones and arylamines are used as charge carrier transport materials (CTMs). Some models for carrier generation and transport mechanisms have been proposed, Based on these models, molecular structural effects of CGMs and CTMs have been investigated and some new compounds showing good performances have been synthesized.
著者
藤沢 有 佐藤 俊夫 伊藤 敏幸
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.44, no.6, pp.519-531, 1986-06-01 (Released:2009-11-13)
参考文献数
83
被引用文献数
27 29

The baker's yeast mediated reduction of ketones with various kinds of functional groups provides a useful method for the synthesis of optically active secondary alcohols. Compared with the usual chemical methods using chiral metal hydride reagents, the advantages of the present method are the easier availability of the yeast, milder reaction conditions, i. e. at room temperature in water under air atmosphere, higher optical yield and chemoselectivity especially in the reduction of saturated ketones. Asymmetric reduction of carbon-carbon double bond and the carbon-carbon bond forming reaction of α, β-unsaturated carbonyl compounds are also accomplished by baker' s yeast. The products thus obtained are applied as chiral building blocks to the synthesis of various natural products.
著者
島村 忠男
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.45, no.12, pp.1209-1210, 1987-12-01 (Released:2009-11-13)

シアヌル酸クロリドの主要製品は四種類あり, そのうち生産量の最も多いものはシアヌル酸トリクロリド (TICA), 次に多いのがシアヌル酸ナトリウムジクロリド (SDIC) である。そのあとにシヌアル酸ナトリウムジクロリド2水和物 (DICD) とシアヌル酸カリウムジクロリド (PDIC) が続く。TICAはIUPAC命名法で1, 3, 5-トリクロロ-1, 3, 5-トリアジン-2, 4, 6-トリオン, 慣用名はトリクロルイソシアヌル酸または三塩素化イソシアヌル酸である。