著者

伊藤 敏幸 高木 由美子

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.52, no.1, pp.59-71, 1994-01-01 (Released:2009-11-16)

参考文献数

40

被引用文献数

2 3

---

This review describes efficient means of preparing optically pure compounds via bakers' yeast mediated reaction or lipase-catalyzed reaction : (1) Bakers' yeast mediated reaction of cyanoketone was demonstrated and was discovered a new type of C-C bond forming reaction. (2) Hydrolysis of 2-substituted-3-acetoxy esters by Aspergillus lipase (lipase A 6) was demonstrated. According to summarize the stereo favoritism between substrates, the active site model of an Aspergillus lipase is proposed. (3) A simple preparation of optically active α- or γ-hydroxystannanes using Pseudomonas lipase (lipase PS) was realized. (4) Two effective means were discovered for enantioselective reaction of lipase PS : one is the modification of the acyl group by a sulfur functional group and the other is addition of a catalytic amount of l-methioninol or crown ether derivatives to the reaction mixture. (5) Optically pure (R) -4-hydroxy-3- (3, 4-methylenedioxyphenyl) methylbutanenitrile, obtained by this reaction, was applied to the synthesis of three anti-tumor lignans. (6) As a new chiral building block for tertiary alcohols, (R) -2-ally1-2- (phenylthio) methyloxirane was synthesized via lipase-catalyzed reaction.

著者

池田 正澄 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.38, no.1, pp.10-21, 1980-01-01 (Released:2009-11-13)

参考文献数

78

被引用文献数

6 10

---

The synthetic utility of the Polonovski reaction has recently been widely explored. Besides classical use in dealkylation of tertiary amines and in the preparation of enamines, it can also be used in the syntheses of a Mannich reagent and many indole alkaloids. Success in the syntheses of vinblastine and related compounds is one of the most important developments. The present review summarizes the synthetic applications of this reaction.

著者

村上 幸人 青山 安宏

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.11, pp.818-827, 1976-11-01 (Released:2009-11-13)

参考文献数

6

---

The essential trace metals incorporated into metalloenzyme systems are Cr, Mn, Fe, Co, Cu, Zn, and Mo. Among other metal ions which are known to exist in biological systems in larger concentrations, Ca and Mg are also involved in enzymatic functions. The bonding forms in connecting substrate, enzyme, and metal were classified into three major categories. The stabilities of coordinate bonds were discussed in terms of the interactions between Lewis acids and bases of soft and hard nature. The typical coordination geometries of essential metals involved in biological functions were also given. The catalytic functions of nuclear metals were tentatively attributed to electronic, stereo-chemical, and oxidation-reduction effects and explained by referring to several well-qualified examples. The emphasis has been made on the hydrophobic field effect provided by apoenzymes for the development of catalytic functions of nuclear metal ions as well as on the cooperative catalytic effects by specific functional groups of apoenzymes placed in the active centers.

著者

池田 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.33, no.5, pp.347-369, 1975-05-01 (Released:2009-11-13)

参考文献数

97

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

浅沼 五朗

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.49, no.2, pp.163-164, 1991-02-01 (Released:2009-11-16)

参考文献数

4

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

石原 一彰

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.77, no.1, pp.3, 2019-01-01 (Released:2019-01-12)

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

及川 浩 塩田 三千夫

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.15, no.8, pp.411-418, 1957-08-01 (Released:2010-10-20)

参考文献数

114

被引用文献数

2

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.