著者

林 茂助

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.1, no.1, pp.46-49, 1943-10-01 (Released:2010-10-22)

著者

矢島 新

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.65, no.3, pp.226-227, 2007-03-01 (Released:2010-10-20)

参考文献数

11

被引用文献数

1 1

---

The Ohrui-Akasaka method is the only one methodology to solve the intrinsic problem of diastereomer method. The Ohrui-Akasaka ester discriminates an asymmetric center remote from up to 24 carbons. The gauche effect combined with CH-π interaction of the ester sets anthracene ring close to acyl side chain. The distinctive conformation provides a chiral field to a remote asymmetric center. This review describes the examples of the determination of the absolute configuration of the natural products, leustroducsin B, S 365 A and plakoside A, by using the Ohrui-Akasaka method.

著者

下川 淳 福山 透

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.75, no.11, pp.1115-1124, 2017-11-01 (Released:2017-11-09)

参考文献数

174

被引用文献数

1

---

Five total syntheses of heteropolycyclic natural products, namely hyalodendrin, tryprostatins, spirotryprostatin A, the core of the stemofoline alkaloids, and hinckdentine A, are outlined. These syntheses share common characteristics; the sequences of transformations are facilitated through the development of new synthetic reactions and the discoveries of unknown molecular reactivities. Brief descriptions of new reactions, the mechanistic details of key transformations, and the resulting shortcuts and efficiencies made possible in relation to the overall “picture” of these total syntheses are described.

著者

上原 忠夫 齋藤 研一 山本 嘉則

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.47, no.4, pp.321-329, 1989-04-01 (Released:2010-01-22)

参考文献数

79

被引用文献数

2 3

---

High-pressure technique is a practical method for laboratory organic synthesis since simple equipment has become available in this decade. Pressure accelerates reactions if their values of 'the volume of activation' are negative, such as cycloaddition reactions and reactions through dipolar transition states. Especially, this technique is useful to drive reactions with steric hindrance. In this article are reviewed recent developments of substitution reactions, addition reactions to a carbonyl group, conjugated addition reactions, Deils-Alder reactions, 1, 4-cycloaddition reactions, other pericyclic reactions, and organometallic reactions since 1985.

著者

Takashi Nakanishi

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.11, pp.1265-1270, 2014-11-01 (Released:2014-12-19)

参考文献数

30

被引用文献数

2

---

Room temperature liquid formulation of intrinsically stiff, optically or optoelectronically active, π-conjugated molecules, such as anthracenes, oligo(p-phenylenevinylenes), and fullerenes, by attaching soft branched long-alkyl chains is demonstrated. Multiple modification with the branched long-alkyl chains on the periphery of an emissive π-conjugated moiety results in isolation of the π-unit core, thus generating a room temperature liquid state with almost no π-π interaction among the adjacent π-units and which shows considerably good luminescence. When only partially wrapping a π-unit core, e.g. C60, attached by branched alkyl chains, those alkyl-π compounds are liquid/amorphous at room temperature, which however, can be directed into assembly by adding either of their own molecular segments, the π-unit or the alkyl-unit (alkane solvents). These ordered materials change from non-photoconductive monomer species to photoconductive assemblies.

著者

櫻井 高景

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.3, no.1, pp.27-35, 1945-01-01 (Released:2010-10-20)

著者

武藤 慶

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.74, no.12, pp.1225-1226, 2016-12-01 (Released:2016-12-20)

参考文献数

12

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Dihalogenation of alkene is well known reaction undergoing in a stereospecific manner. Although enantioselective dihalogenation of alkene using chiral auxiliary was developed, the catalytic protocol remained as a challenging issue. This review summarizes recent progress of catalytic enantioselective dihalogenation of alkene.

著者

佐藤 武雄

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.23, no.9, pp.768-777, 1965-09-01 (Released:2010-06-28)

参考文献数

94

被引用文献数

2 5

著者

平川 芳彦

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.13, no.11, pp.509-511, 1955 (Released:2010-10-20)

参考文献数

13

著者

廣戸 聡 忍久保 洋

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.76, no.1, pp.37-44, 2018-01-01 (Released:2018-01-16)

参考文献数

37

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Recently, π-conjugated molecules with curved-π surface have attracted considerable interest for their unique properties originating from their curved structures. However, most of them consist of only carbon and hydrogen atoms. In these situations, we have developed novel synthetic protocols for construction of distorted structures directly from 2D π-conjugated molecules under mild reaction conditions. By applying phenol and aniline oxidation methods, we have succeeded in the synthesis of highly distorted cyclophanes, π-extended heterohelicenes, and highly twisted porphyrin oligomers. Furthermore, we have succeeded in the synthesis of a nitrogen-embedded buckybowl as a novel bowl-shaped π-conjugated molecule with a pyrrolic nitrogen in its skeleton. These heteroatom containing curved-π conjugated molecules exhibit unique characteristics due to the combination of the curved structure with heteroatoms such as circularly polarized luminescence, strong C60 binding, and near IR electrochromism. We believe that the chemistry of heteroatom containing curved-π conjugated molecules would enhance the potential of three-dimensional π-conjugated molecules for molecular materials.

著者

寺田 晁 田上 保博 谷口 博重

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.48, no.10, pp.866-875, 1990 (Released:2009-11-13)

参考文献数

81

被引用文献数

5 8

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The roots of Lithospermum erythrorhizon Sieb. and Zucc., (violet root, Japanese name, Shikon) contain shikonin and its esters as purple pigments. The coloring matter of the root of Alkanna tinctoria in Europe is a mixture of the enantiomeric alkannin and its esters. The racemic compound of shikonin and alkannin was named shikalkin by R. Kuhn and H. Brockmann. From ancient times these purple pigments have been well-known as valuable materials having antiinflammatory, antibacterial, antitumor actions, and as ancient purple deys and cosmetics. Here, the history, structural determination, synthesis and pharmacology of shikonin, alkannin, and their derivatives will be reviewed.

著者

中西 香爾

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.462-465, 2000-05-01 (Released:2009-11-13)

参考文献数

3

---

私は1963年に東京教育大学 (現筑波大学) から東北大学理学部の藤瀬新一郎教授の後任として赴任し, 幸運にも藤瀬研で手がけ始めたイチョウ成分の単離構造研究に携わることになった。この構造研究は構造決定がいわゆるルーチン化して推理小説を解くような興奮がなくなる直前になされたものであるが, 異常構造に基づく異常反応, 異常スペクトル現象が続出し, 研究者一同を大いに悩ませ, 楽しませてくれた。その上ギンコライドは血の流れ滑らかにして記憶力増進, アルツハイマー病の悪化防止に効果があるとして急激に需要が増えているイチョウエキスの有効成分の1つとしてここ数年急速に脚光を浴びてきている。イチョウは古生代 (250億年前) に出現した属の生き残りで, 一属一種しかなく, 化石の木といわれている。世界中に繁茂していたが絶滅し, わずか中国の寺院などに残っていたものが, 1800年後半に世界中に紹介され, 再び各国で見られるようになった。構造が最終的に出たのは1967年の夏であるが, 構造決定には珍しいくらいの感動の瞬間がいくつかあった 。私が行った構造研究では群を抜いて印象に残るものであり, 私にとり浪漫的な最後のクラシカル研究である。研究に携わったのは丸山雅男, 寺原昭, 中平靖弘, 板垣又丕, V.Woods (故人), 高木良子, 幅口一夫 (故人), 広田勇二, 菅原徹, 出井敏雄, 宮下正昭と私である。仙台に台風が来たおかげでイチョウが倒れ, 仙台市の許可を得て5本を伐採しその根皮100Kgから抽出, 再結晶を10数回繰り返し (液クロ以前の時代, NMRも100MHz) 10gずつのGAとGB, 20gのGCと200mgのGMを得た。ギンコライドは多形や混晶を形成する傾向が強く, ずいぶんてこずった。構造決定中に作られた50個の誘導体は今でも最低数ミリずつ小グラス管にいれられ, 立派なサンプル箱に整頓されてコロンビア大の研究室に保存されている。丸山さん以下よくこんなに整理ができたものといまさらながら感心している。

著者

石渡 明弘 伊藤 幸成

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.70, no.4, pp.382-394, 2012-04-01

被引用文献数

9

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1,2-cis Glycosidic linkages are prevalent in natural glycans. Although key factors that control stereoselectivity of glycosylation have been largely understood, stereoselective synthesis of 1,2-cis glycosides is potentially problematic. To achieve exclusive formation of desired isomer, approaches based on intramolecular aglycon delivery (IAD) are of special promise. In the last two decades, various mixed acetal linkages and a number of glycosyl donor moieties have been making much progress to develop novel IAD strategies, mainly based on formation of the acetal linkages.The methodology toward the strereoselective 1,2-cis glycosylation using naphthylmethyl (NAP) ether-mediated IAD has been developed. Namely, 2-O-NAP protected donor was cleanly converted to the mixed acetal upon oxidative activation with DDQ. Subsequent activation of thioglycosidic linkage initiated the rearrangement of an aglycon from mixed acetal moiety to give a desired 1,2-cis glycoside. Stereospecific constructions of various 1,2-cis linkages, which are not only β-mannopyranoside but also other linkages such as β-L-rhamno-, α-glucopyrano- and β-arabinofurano-sides, were achieved through NAP-IAD. This methodology was successfully applied to the synthesis of various fragments of natural glycans.

著者

豊口 満

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.13, no.11, pp.512-516,508, 1955 (Released:2010-10-20)

参考文献数

57

著者

井上 盛義

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.2, no.9, pp.571-575, 1944-09-01 (Released:2010-10-20)

著者

名倉 和彦 井上 亮太 高井 淳朗 杉安 和憲 竹内 正之

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.76, no.3, pp.200-208, 2018-03-01 (Released:2018-03-07)

参考文献数

41

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π-Conjugated molecules and polymers are expected to have a variety of applications in organic electronics. Control over how these π-conjugated systems stack in the solid state is crucial for utilization of their desirable photophysical and electrical properties. Some molecules need to be designed with enhanced π-stacking abilities, whereas others might display novel properties as a result of restricting their π-stacking abilities. Furthermore, π-conjugated molecules or polymers that display partial π-stacking are of interest for potential new applications because of the synergy of the contrasting properties of stacked and isolated π-conjugated systems. Here, we highlight recent progress in molecular design to control π-stacking, with a particularly focus on the redox properties of these unique molecular systems.

著者

荒巻 吉孝

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.75, no.9, pp.965-966, 2017-09-01 (Released:2017-09-07)

参考文献数

13

被引用文献数

1

---

Organocatalyst realizes high yield and high selectivity by using non-covalent bond interactions. In these interactions, anion-π interaction which works between π-acidic surfaces and anions has been conducted to organocatalyst recently since a first report by Matile in 2013. Here, the recent development of anion-π catalysis is introduced from the viewpoints of stabilization mechanism of anionic transition states.

著者

石原 孝

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.50, no.4, pp.347-356, 1992-04-01 (Released:2009-11-16)

参考文献数

68

被引用文献数

15 16

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Recently, highly efficient and selective methods for constructing various types of organic fluorine compounds have been demanded both in organic synthesis and in organofluorine synthesis. In view of the high versatility of enolate intermediates, fluorine-containing enolates-particularly those bearing a fluorine and/or perfluoroalkyl (Rf) group at the carbon center of their ambident anionic structure-are one of the most useful building blocks capable of synthesizing a variety of molecules which are fluorine-substituted regioselectively and/or stereoselectively. This review describes the generation methods and the reactions of, β-monofluorinated, β, β-difluorinated, β-perfluoroalkylated, β-fluoro-β-perfluoroalkylated, and perfluorinated enolates, together with their applications to the synthesis of the fluoro derivatives of biologically active compounds.

著者

谷田 嘉市

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.49, no.4, pp.346-347, 1991-04-01 (Released:2009-11-16)

著者

石原 一彰

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.75, no.2, pp.98-110, 2017-02-01 (Released:2017-04-06)

参考文献数

60

被引用文献数

1

---

The acid-base combination chemistry is one of the most reliable concepts for designing high performance catalysts. Acid-base combined catalysts can be classified into two types, ion pair catalysts (type A) and acid-base cooperative catalysts (type B). Type A can be subclassified into acidic/basic/neutral salt catalysts (types A1/A2/A3). Type B can be subclassified into conjugationally noninteractive/interactive acid-base catalysts (types B1/B2). Tailor-made multi-selective catalysts can also be designed based on the acid-base combination chemistry. Our recent progress has been described here.