著者
小野 昇 加治 有恒
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.2, pp.115-127, 1980-02-01 (Released:2009-11-13)
参考文献数
110
被引用文献数
21 24

Recent advances of the chemistry of aliphatic nitro compounds are reviewed, in which the following items are covered. 1) Preparation of aliphatic nitro compounds. 2) Reaction of aliphatic nitro compounds which includes substitution and elimination reaction of the nitro group, conversion of the nitro group to the carbonyl or amino group and organic synthesis using nitroolefins.
著者
北 泰行 田村 修 田村 恭光
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.12, pp.1118-1133, 1986-12-01 (Released:2009-11-13)
参考文献数
201
被引用文献数
12 16

Silyl ketene acetals (SKA) have attracted much attention as useful synthetic reagents. This review deals with the recent studies (mainly after 1980) on the preparations and reactions utilizing SKA in the following items with 147 references; [1] Preparations; a) general preparation, b) selective synthesis of E- and Z- SKA. [2] Reactions; a) protonation, b) oxidation, c) electrophilic substitution, d) cycldaddition, e) sigmatropic reaction, f) others.
著者
鈴木 啓介 長澤 徹哉
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.5, pp.378-390, 1992-05-01 (Released:2010-01-28)
参考文献数
114
被引用文献数
34 32

The present article deals with a short review on the recent methodological progress in O-glycoside synthesis. Particular stress is laid on the design of newer classes of glycosyl donor, which allow the selective activation/O-glycoside formation under specific reaction conditions. Based on the anomeric leaving group, glycosyl donors are classified into nine classes, 1) fluoride, 2) thioglycoside, 3) O-acylate, 4) O- and S-carbonate derivatives, 5) phosphate derivatives, 6) trichloroacetimidate, 7) 1-hydroxyl sugar, 8) 4-pentenyl glycoside, 9) glycal, and their selective activation methods are tabulated. Also described are the other approaches based on different principles, e.g., glycosylidene carbene, anomeric O-alkylation, internal cyclization or glycoside synthesis based on physical means;light, electric, thermal, and high pressure. Recent topics in this field are also included, 1) new protecting groups, 2) stereochemical control in manno- and 2-deoxy-sugars, and 3) the armed/disarmed concept.
著者
田村 恭光 北 泰行
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.46, no.3, pp.205-217, 1988-03-01 (Released:2009-11-13)
参考文献数
57
被引用文献数
11 13

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.
著者
田中 健
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.63, no.4, pp.351-358, 2005-04-01 (Released:2009-11-13)
参考文献数
31
被引用文献数
14 17

A novel intramolecular trans-hydroacylation of 4-alkynals leading to cyclopentenones was accomplished by using a cationic rhodium (I) complex. We also developed three types of new reactions, 1) reaction of 4-alkynals with phenol to provide cis-4-alkenoates, 2) [4 + 2] cycloaddition of 4-alkynals with alkynes to provide cyclohexenones, and 3) isomerization of 4-alkynals to 1, 3-dienals, through five-membered rhodium metallacycles generated from 4-alkynals. The asymmetric variants of this intramolecular hydroacylation reaction were successfully developed by using 3-methoxy-4-alkynals as the substrates. The present method represents an attractive new route to highly functionalized cyclopentenones and cyclobutanones.
著者
酒井 浄
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.8, pp.733-743, 1993-08-01 (Released:2009-11-16)
参考文献数
41
被引用文献数
11 13

Rh (I) -catalyzed cyclization of substituted 4-pentenals into cyclopentanones found first by our laboratory was developed into the highly diastereoselective and enantioselective asymmetric cyclization by using the Rh (I) -complex with chiral ligand such as BINAP, and (+) -DIPMC. Cationic Rh (I) with BINAP afforded the best asymmetric cyclization in chemical yields and enantioselectivity as well as the diastereoselectivity. This cyclization method could be successfully applied for the synthesis of iridomyrmecin and isoiridomyrmecin from (-) -i-monene. In addition, Rh (I) -catalyzed cyclization of oct-6-enal with the cis-cyclohexane-1, 2-dioxy function at C 3-position afforded two conformational diastereomers due to a cis-cyclohexane-1, 2-diol moiety. The interesting findings found by our group are summarized as main topics in this paper.
著者
竹内 正之
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.56, no.10, pp.831-840, 1998 (Released:2009-11-16)
参考文献数
26
被引用文献数
3 6

For the development of new receptor molecules that can precisely recognize sugar molecules, we synthesized a number of diboronic acids. Since one boronic acid can react with two OH groups (one diol group) to form a boronate ester, one diboronic acid can immobilize two diol units to form a sugarcontaining macrocycle. The selectivity can be tuned by the relative spatial position of the two boronic acids and the complexation event can be read out by circular dichroism, UV-Vis, and fluorescence spectroscopy. The nature presents a variety of saccharide structures to us which are already utilized as a “recognition tag” or a “supramolecular building-blocks” in the life processes. If we gain some efficient interfaces to control chemical and physical properties of saccharides, it will become possible to mimic this chemistry in artificial systems. As a research target to challenge this new concept, we can now raise three examples which are currently studied in our laboratory.
著者
小林 義郎 田口 武夫
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.11, pp.1073-1082, 1985-11-01 (Released:2009-11-13)
参考文献数
70
被引用文献数
12 13

Studies on fluorine-modified vitamin D3 analogs : the design, synthesis and biological activity are reviewed. On the basis of the metabolism of vitamin D3 and the characteristic features of fluorine and fluorinated compounds, fluorine-modified vitamin D3 analogs were designed, synthesized and their biological activity was investigated to clarify the physiological significance of the metabolic hydroxylation of vitamin D3.
著者
吉田 潤一 菅 誠治 永木 愛一郎
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.63, no.5, pp.511-522, 2005-05-01 (Released:2009-11-13)
参考文献数
31
被引用文献数
13 17

Organic reactions using microreactors have attracted significant research interest because of their inherent features such as fast mixing, precise temperature control, and precise residence time control. These features are especially advantages for fast and exothermic reactions, which are difficult to perform using conventional macro-scale batch reactors in a controlled manner.Some examples of such reactions including Friedel-Crafts alkylation, cationic polymerization, and Swern oxidation are described in this article. Other examples are also demonstrated with the special emphasis on multiphase reactions. These examples speak well for the potentiality of microreactors in the enhancement of the ability of organic synthesis to meet demanding expectations in future.
著者
山本 嘉則
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.33, no.12, pp.973-977, 1975-12-01 (Released:2009-11-13)
参考文献数
21
被引用文献数
1 1
著者
牧 保夫 藤井 省造 犬飼 鑑
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.35, no.5, pp.421-424, 1977-05-01 (Released:2009-11-13)
参考文献数
12
被引用文献数
3 3

前報では含フッ素アラニン誘導体の合成について報告したが, 本報ではフェニル核にフッ素またはトリフルオコメチル基を有するフェニルアラニンを合成する目的で, フルオロベンジルクロリド類, トリフルオロメチルベンジルクロリド, クロロトリフルオロメチルベンジルクロリド類を合成し, アセトアミドマロン酸エチルを縮合させ, 7種の含フッ素DL-フェニルアラニン誘導体を合成した。トリフルオロメチル基を有する新規のアミノ酸は母体のフェニルアラニンより水に対し高い溶解度を示した。
著者
村上 章 牧野 圭祐
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.48, no.3, pp.180-193, 1990-03-01 (Released:2009-11-13)
参考文献数
97
被引用文献数
3 3

In this short review, recent developments in the syntheses of antisense DNAs are described. The antisense DNA/RNA method is one of the ways to regulate gene expression specifically and uses sequence specific DNAs and their analogs, namely antisense DNAs. They have been designed and synthesized in order to meet requirements, for use in living systems, such as selectivity, nuclease resistance, cell membrane permeability, and duplex stability. The design is mainly focused on the modification of phosphate backbones, the modification of sugar moieties, and the introduction of functional molecules into antisense DNAs. The ability of these antisense DNAs to regulate gene expression are also discussed as well as biological studies.
著者
畑 一夫
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.36, no.9, pp.749-761, 1978-09-01 (Released:2009-11-13)
参考文献数
8

The IUPAC nomenclature is not always properly accepted. Many incorrect names are found in contributed papers by many authors. It may be unavoidable that naming compounds of complicated structure is attended with some confusions. On the other hand, a lack of understanding the IUPAC nomenclature is often found in the names of rather simple compounds, since older unreasonable nomenclature is surviving in these familiar compounds. Misunderstandings of the IUPAC nomenclature are also seen.This review describes a practical guide to write correct names of organic compounds. Several important items of the IUPAC nomenclature are briefly explained with many examples. On some items, examples of incorrect names are quoted from contributed papers, and mistakes are corrected giving proper advice.
著者
小林 義郎 熊懐 稜丸 榛沢 雄二
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.37, no.3, pp.183-196, 1979-03-01 (Released:2009-11-13)
参考文献数
50
被引用文献数
2 2

Trifluoromethyl group shows a stabilizing effect on the compounds which would be unstable if they had no trifluoromethyl group. This review is concerned with two faces of the chemistry of trifluoromethylated valence bond isomers of aromatic compounds : Diels-Alder and 1, 3-dipolar reactions planned for the conversion of hexakis (trifluoromethyl) benzvalene to the corresponding tetrahedrane and the synthesis of new valence bond isomers of heteroaromatic compounds. In the former, the tetrahedrane itself could not yet be isolated, but the formation of tetrakis (trifluoromethyl) cyclobutadiene and new valence isomers of oxepin was confirmed. In the latter, Dewar thiopene, Dewar pyrrole, Dewar pyridine, and diphosphabenzvalene with trifluoromethyl groups were synthesized and their reactions were discussed. The effect of trifluoromethyl group is not limited to the strained compound. Thus, tetrakis (trifluoromethyl) -1, 4-diphosphabenzene, the first example of diphosphabenzenes, was synthesized.
著者
琴寄 崇
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.37, no.6, pp.486-493, 1979-06-01 (Released:2010-01-22)
参考文献数
5

Some case histories in chemical process occurred due to unexpected reaction in the past twelve years in Japan were collected, classified and discussed. As the result, chemical accidents of this type were found to occur mainly in reaction process, in distillation process, in drying or storage process (in which the causes are mostly similar to spontaneous ignition phenomena) and in pipe lines.Causes of accidents in the reaction process can be classified into two large groups, in which one is due to the fault of temperature control and the other is concerned with the miss in composition control of the reaction system. The typical examples of the fault of temperature control are as follows breakdown of electric power supply, breakdown of temperature control instruments, infelicity of the positon of the temperature sensor, etc. And that of the miss in composition control are : breakdown of measuring instruments, mistake in feeding control of reactants or catalyst, fault associated with agitating operation, trouble in enlarging the scale of operation, etc.On distillation process, it is stated that special caution should be given to impurities such as catalyst or its derivative for recovery that may be carried forward with the crude distillate to the distillation process.In addition, some comments are given on how to investigate the course of accident.