著者

武島 達夫 深田 直昭 村岡 亘 宮内 哲子

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.10, pp.808-825, 1973 (Released:2010-01-22)

参考文献数

160

被引用文献数

9 9

著者

大崎 茂芳

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.9, pp.828-835, 1985-09-01 (Released:2009-11-13)

参考文献数

27

被引用文献数

4 3

---

The paper describes the following items ; (a) the construction of orb-web, (b) the chemical composition of secretions and the adhesive materials, (c) the toxin of spider, (d) the courtship and ferromon, (e) the thermal properties of spider's drag line, (f) the change in color of drag line. For example, the toxin of spider contains spermine whose existence is detected in human semen. The DSC curve between room temperature and 600°C shows that the spider's thread should be at least stable up to 200°C. The color of drag line changes from white to yellow with changing seasons from summer to autumn. The fact suggests a possibility that the color of spider's thread protects the spider from foreign invaders.

著者

高田 純

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.34, no.7, pp.466-476, 1976-07-01 (Released:2010-01-22)

参考文献数

57

---

Many color reaction of organic componnds in Brønsted or Lewis acid medium which have been used for the detection and the determination of biological materials or for organic analyses are well known. In this review, some of the reaction mechanisms of these coloration, the coloration of aromatic aldehyde with electrophilic reagent in sulfuric acid such as the de Fazi reaction and the Molisch reaction, the coloration of cholesterol in strong acid such as the Liebermann-Burchard reaction, the Zak reaction, the Hirschsohn reaction, the Mueller reaction and the reaction of cholesterol with benzoyl peroxide, the coloration of sexual hormone in acid such as the Kober reaction, the Mueller reaction of estrone and the reaction of teststerone, the Carr-Price reaction, and the Marquis reaction, were reviewed. Among them, the most of coloration using sulfuric acid or other protic acid as the reaction medium were ascribed to carbocation formation, while the color in the Molisch reaction and the Marquis reaction might arise from cation-radical, and the colorations in antimonyl trichloride reagent were ascribed to cation-radical formation.

著者

柳田 祥三 長谷川 靖哉 岩室 光則 河村 祐一郎 和田 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.58, no.10, pp.945-955, 2000 (Released:2009-11-13)

参考文献数

28

被引用文献数

2 4

---

The relatively low efficiency of Nd (III) emission in organic media has been improved by 1) suppression of the radiationless transition process via vibrational excitation of the surrounding medium, 2) prevention of dipole-dipole nonradiative energy transfer processes via energy migration, 3) suppression of radiationless transition of D2O molecules in the vicinity of Nd (III) complexes (formation of twelve-coordinate Nd (III) complex with DMSO-d6), 4) allowance of electron transitions of Nd (III) by the introduction of asymmetric ligand field, 5) photosensitization by use of energy transfer from organic ligands. The luminescence of NMI) was observed for the first time in undeuterated acetone when Nd (III) was complexed with bis-perfluorooctylsulfonylamine (pos). As to the applications of luminescent Nd (III) complexes, developments of luminescent lanthanide polymers and EL device were successful.

著者

R. Landau

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.14, no.10, pp.629-630, 1956-10-01 (Released:2010-10-20)

著者

富田 彰

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.14, no.1, pp.20-33, 1956 (Released:2010-10-20)

参考文献数

62

著者

本山 幸弘 西山 久雄

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.61, no.4, pp.343-351, 2003-04-01 (Released:2009-11-13)

参考文献数

27

被引用文献数

11 13

---

Optically active bis (oxazolinyl) phenyl (Phebox) was designed as an anionic N-C-N pincer ligand, and (Phebox) SnMe3 was prepared as its stable precursor. The aqua complexes, (Phebox) RhIIIX2H2O) [X=Cl, Br, F], [(Phebox) MII (H2O)] (BF4) [M=Pd, Pt] and [(Phebox) PtIV (H2O)] (BF4), were synthesized by the oxidative addition or transmetallation of RhI, PdII and PtII precursors with (Phebox) SnMe3 and subsequent ligand exchange reaction. X-ray structure studies revealed that the octahedral structure of RhIII complex is isosteric with the PtIV, and the PdII and PtII complexes are almost the same configuration with a square-planar structure. These aqua complexes acted as efficient catalysts for enantioselective allylation of aldehydes with allyltin reagents, hetero Diels-Alder reaction of Danishefsky's diene with glyoxylates and the aldol-type condensation of tosylmethyl isocyanide with aldehydes. While (Phebox) RhIII (SnMe3) Cl complexes catalyzed the Michael addition of α-cyanopropionates to acrolein.

著者

金政 修司 大平落 洋二

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.56, no.5, pp.368-376, 1998-05-01 (Released:2010-01-28)

参考文献数

16

被引用文献数

11 12

---

Cationic aqua complexes of a trans-chelating tridentate ligand, (R, R) -4, 6-dibenzofurandiyl-2, 2' -bis (4-phenyloxazoline), and transition metal (II) perchlorates are effective catalysts in the cyclopentadiene Diels-Alder reactions, nitrone cycloadditions, and diazomethane cycloadditions with 3-alkenoyl- 2-oxazolidinones to show excellent enantioselectivities. The active catalyst complex prepared from nickel (II) perchlorate hexahydrate has an octahedral structure with three aqua ligands, and it can be isolated and stored for months without loss of catalytic activity. The aqua complex prepared from Ni (II) or Zn (II) perchlorate results in highly effective chiral amplification in the Diels-Alder reaction. Two mechanisms for amplification are involved for this remarkable chiral amplification : (1) precipitation of S4-symmetric meso-2 : 1 complex between DBFOX/Ph and Ni (II) ion, and (2) associative formation of 1 : 1 heterochiral complexes by the aid of hydrogen bonds based on aqua ligands to produce stable meso oligomers.

著者

大西 敦 市田 昭人 牧野 成夫

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.54, no.5, pp.344-353, 1996-05-01 (Released:2010-01-28)

参考文献数

25

被引用文献数

4 4

---

The importance of optically active compounds for pharmaceutical usages has increased. High-performance liquid chromatographic (HPLC) resolution on chiral stationary phases (CSPs) is useful for the analysis of the compounds as well the sample preparations to estimate in the developing stages. CSPs consisting of polysaccharide derviatives were developed by adsorbing them on silica gel on the basis of information obtained from cellulose triacetate. The characteristics of cellulosic esters (OA, OB, OJ, OK) and carbamtes (OC, OF, OG, OD), and amylosic carbamtes (AS, AD) in chiral recognition were introduced with many examples. The optimization of sepqrating conditions are discussed in mentioning the differences among the acidic, neutral or basic compounds. Furthermore, we introduced the principle and applications on the Simulated Moving Bed process to produce optically active compounds in the industrial scale as one of the HPLC methods.

著者

〓合 憲三

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.45, no.12, pp.1148-1156, 1987-12-01 (Released:2009-11-13)

参考文献数

26

被引用文献数

8 9

---

Chemoselective reductions with sodium borohydride and lithium borohydride were examined in mixed solvents containing methanol. Ester, lactone, epoxide, diaryl disulfide, azide, and carboxylic anhydride were reduced chemoselectively in the presence of other reducible groups with sodium borohydride in refluxing t -butyl alcohol or tetrahydrofuran with dropwise addition of methanol. Chemoselectivity of these reductions were better than that of lithium aluminum hydride. On the other hand, ester, lactone, and epoxide were reduced rapidly and chemoselectively with lithium borohydride in mixed solvent containing methanol. Primary amides were reduced chemoselectively in the presence of secondary amide and metal carboxylate with lithium borohydride in MeOH-diglyme. This chemoselectivity is unprecedented.

著者

中原 昭次

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.27, no.10, pp.951-962, 1969 (Released:2009-11-13)

参考文献数

60

被引用文献数

2 2

著者

向山 光昭 遠藤 忠

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.26, no.12, pp.1050-1066, 1968-12-01 (Released:2009-11-13)

参考文献数

65

被引用文献数

2

著者

Douglas R. Cary 大内 政輝 Patrick C. Reid 舛屋 圭一

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.75, no.11, pp.1171-1178, 2017-11-01 (Released:2017-11-09)

参考文献数

51

被引用文献数

34

---

Constrained peptides, namely macrocyclic and stapled peptides, are receiving increasing attention as a promising class of compounds for the inhibition of protein-protein interactions (PPI). The current state of peptide therapeutics is discussed, including their merits and challenges, as well as recent technological developments that have enabled a new era in peptide research and development. The technology behind PeptiDream’s Peptide Discovery Platform System (PDPS) is described, showing how it can be used to rapidly generate libraries of constrained peptides and obtain detailed SAR information. This technology can provide, with a high rate of success, potent peptide ligands that may be developed as drug candidates themselves, utilized in peptide-drug conjugates (PDC), or converted into small molecule drug leads. The outlook for the field of constrained peptides and their use in the clinic is also described.

著者

山本 為親

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.14, no.2, pp.69-75, 1956 (Released:2010-10-20)

参考文献数

19

著者

町口 孝久 山辺 信一

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.55, no.1, pp.56-64, 1997-01-01 (Released:2009-11-16)

参考文献数

48

被引用文献数

2 2

---

Non-recognition for dienes in ketene reactions has long been an important problem in organic chemistry since the diphenylketene-cyclopentadiene reaction was found by Staudinger in 1920. Recently, we have discovered that the ketene recognizes conjugated dienes. The ketene is a dienophile not for well-known [2+2] cycloadditions but for [4+2] (Diels-Alder) reactions across its C=O bond. This paper outlines the long history of ketene chemistry and describes the way of how the problem has been tackled. The frontier-orbital theory and ab initio calculations have predicted that ketene should react with cyclopentadiene via the [4+2] cycloaddition and a subsequent Claisen rearrangement. Careful low-temperature experiments and NMR spectroscopy of the reaction have demonstrated the first detection of the [4+2] -type cycloadduct and the conversion to the final product, cyclobutanone, by the rearrangement.

著者

石垣 八郎

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.38, no.6, pp.520-527, 1980-06-01 (Released:2009-11-13)

参考文献数

7

---

Perfluorochemicals (PFCs) highly dissolve oxygen and can function as an oxygen carrying agent in an emulsified from. However, these substances must be used as a fine and stable emulsion with the particles below 0.2 microm in an average diameter, because the particle size is closely related to both toxicity and efficacy, the larger particle, the more toxic and the less effective. In addition, the PFCs to be used as the material for artificial blood must be rapidly eliminated from the body after completing the role as an oxygen carrying agent. From many kinds of PFCs, Perfluorodecalin (FDC) and perfluorotripropylamine (FTPA) were selected as acceptable materials for artificial blood substitute and an emulsion was prepared by using the mixture of both PFCs. This preparation, tentatively named Fluosol-DA, has been made iso-tonic and iso-oncotic with proper amounts of electrolytes and colloidal substance, respectivery. Fluosol-DA has been manifested to cover the most parts of indispensable properties of blood substitute. It is low toxic and stable. Animals displaced over 90% of their own blood with this preparation survived well and were kept in good condition for subsequent long periods. From the results of clinical trials, over 70 cases in Japan and U. S. A., Fluosol-DA has been proved to be safe and effective as artificial blood substitute.The present paper includes the following contents; Needs for artificial blood substitutes, History of PFC-artificial blood, Development of Fluosol-DA, Expected uses and limits of Fluosol-DA and Prospect of Fluosol-DA in future.

著者

御園生 晃 長 哲郎

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.28, no.4, pp.400-413, 1970-04-01 (Released:2009-11-16)

参考文献数

135

被引用文献数

1 1

著者

梅野 正行 浜田 三夫

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.38, no.12, pp.1196-1209, 1980-12-01 (Released:2010-01-22)

参考文献数

118

被引用文献数

1

---

This article reviews some of recent applications of the Grignard reaction to synthesis of alcohols, ketones, aldehydes, acetals, carboxylic acides, esters, ethers, amino, compounds, organo sulfer compounds, vinyl compounds, acetylenic compounds, and organometalic compounds.A number of compounds produced by the Grignard reaction are very valuable and special intermediates or products in the field of pharmaceutical, perfume, and other fine or specialty chemicals.Synthesis of many optically active compounds by the reaction of sec-alkyl Grignard reagents with alkenyl halides using chiral phosphine-metal complexes as catalysts has been receiving great attention.

著者

北口 博司

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.381-391, 1995-05-01 (Released:2009-11-16)

参考文献数

59

被引用文献数

1

---

In the past decade, in has been established that enzymes exhibit high catalytic activity as a solid state in organic solvents containing little or no water. Because organic solvents are better reaction media than water for most synthetic transformations, such has been applied to a number of organic reactions.This article is intended to provide mechanistic understanding of this phenomenon, which counters conventional wisdom. The key concept here is the high rigidity of protein's conformation under limited water content conditions : the balance of its thermodynamic stability and kinetic rigidity is essential for the enzyme's high catalytic activity and selectivities in organic media. Some applications for organic synthesis are also presented.

著者

菊池 修

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.8, pp.678-688, 1979-08-01 (Released:2010-01-22)

参考文献数

42

被引用文献数

7 6

---

The reaction mechanisms of the O-O cleavage of organic peroxides, hydrogen peroxide, hydroperoxides, dialkyl peroxides, peracids, peroxyesters, and diacyl peroxides, have been explained on the basis of their HOMO and LUMO and on the basis of the potential surfaces along the reaction paths.The discussion covers the electronic structure and conformation of the peroxides, the characteristics of HOMO and LUMO of the peroxides, the reaction with nucleophiles and with electrophiles, homolytic decomposition process, radical-induced decomposition, and the electronic structure of the radicals produced from the O-O cleavage.