著者
南部 博彦
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.7, pp.713-718, 1980-07-01 (Released:2009-11-13)
参考文献数
23

Thirty years have elapsed since the initial phenol manufacturing process by the auto-oxidation technology was commercialized in Canada, and today, the annual world-wide production of phenol from cumene has reached approximately 3 million tons.Subsequently, the technology of the hydroperoxide process was successfully applied to industrial production of such phenols as cresol and hydroquinone in the 1970's. Furthermore, the commercial manufacture of resorcin using the said technology will be realized in Japan in 1980.Various developments covering the manufacturing process for phenols mentioned above were discussed mainly focussing on the chemical reactions of the respective processes.
著者
西本 能弘 安田 誠
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.80, no.11, pp.1000-1010, 2022-11-01 (Released:2022-11-05)
参考文献数
117

In recent years, carbon-fluorine (C-F) bond transformation for organic synthesis has been remarkably developed. Herein, we describe four types of C-F bond transformation mediated by Lewis acids: (1) C(sp2)-F bond transformation of gem-difluoroalkenes through oxyindation/β-fluorine elimination to afford fluorinated isocoumarins; (2) B(C6F5)3-catalyzed substitution of fluorine in 1-fluorostyrenes with silyl ketene acetals via abstraction of F− by in situ generated silylium ions; (3) BF3-catalyzed formal insertion of diazoesters into the C-F bonds of benzylic fluorides; and, (4) photoredox catalyst/Lewis acidic Sn species-mediated C(sp3)-F bond allylation of perfluoroalkylarenes. Density functional theory (DFT) study of the reaction mechanisms suggests the importance of choosing the appropriate Lewis acid to achieve an appropriate activation method for the C-F bonds in each reaction.
著者
市丸 嘉
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.74, no.10, pp.993-994, 2016-10-01 (Released:2016-11-07)
参考文献数
7

Recently, the development of selective and powerful inhibitors for enzymes and receptors by structural basis chemical biology is desired. The development has been made successfully by addition of potential to form covalent-linkage with the target-protein to affinity component. Michael acceptors are a powerful and hopeful function to introduce a potential of the covalent-linkage formation to the anticancer agents. This short review describes several recent examples utilizing the covalent-linkage based on the Michael addition reaction in vivo and a possibility of reversible control of the adduct formation.
著者
渡辺 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.46, no.2, pp.169-176, 1988-02-01 (Released:2009-11-13)
参考文献数
20
被引用文献数
2 2

Acrylamide is industrially produced by catalytic hydration of acrylonitrile with reduced copper salts. However, the preparation and regeneration of the catalyst are laborious and the process requires a high temperature. It has therefore been considered very desirable to establish a process for producing acrylamide under moderate conditions, because compounds containing double bonds in the molecule are readily polymerizable.There is a growing interest in the synthesis of useful organic compounds by biological process for its specificity and moderate reaction condition. Therefore, we attempted to produce acrylamide from acrylonitrile using microbial enzyme and we found a bacterium having a high acrylamide producing enzyme (nitrile hydratase).This paper describes the details and merits of the development of microbial production of acrylamide.
著者
今田 幸男
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.41, no.11, pp.1008-1017, 1983-11-01 (Released:2009-11-13)
参考文献数
57
被引用文献数
3 4

New steroid fermentation processes that produce a variety of intermediates from sterols such as cholesterol and phytosterols have recently been developed.Especially, two fermentation processes for producing intermediates ADD and 4 AD, respectively, have been put into practice for the production of sex hormones and a diuretic drug, spironolactone. New techniques that consist of fermentation processes and the succeeding chemical syntheses are replacing the conventional processes using diosgenin as the starting material.The microbial processes have been accomplished by the isolation of mutants whose metabolic pathway in cholesterol degradation have been blocked by the enzyme deletions that have resulted in the accumulation of a large amount of required intermediates, on the basis of the establishment of the preceding ADD fermentation techniques using chelating agents as inhibitors. Furthermore, for the production of corticoids which are a majority of steroid hormones, some microorganisms supplying useful steroid intermediates have been isolated and some new production routes are now being available.
著者
宇多川 隆 廣瀬 義夫
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.41, no.11, pp.1076-1087, 1983-11-01 (Released:2010-01-22)
参考文献数
48
被引用文献数
3 4

Synthesis of biologically interesting nucleosides by a combination of chemical and enzymatic reactions is reviewed. As a likely source of enzyme, Enterobacter aerogenes was selected and its nucleoside phosphorylases were found to catalyze a transglycosyl reaction between pentofuranose and purine or pyrimidine base at relatively high temperature of 60°C. Using this procedure, a variety of nucleoside analogs and nucleosidic antibiotics which have been shown to have antiviral or antitumor activity were synthesized. Noteworthy among them are adenine arabinoside, guanine arabinoside, 2'-amino-2'-deoxyadenosine, 2'-amino -2'-deoxyguanosine and Virazole. It is of special interest that adenine arabinoside can be produced in a good yield with ease and on a large scale. Furthermore, it is reported that the methodology also serves for the preparation of new biologically interesting nucleosides.
著者
清水 昌 山田 秀明
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.11, pp.1064-1075, 1983-11-01 (Released:2009-11-13)
参考文献数
62
被引用文献数
4 4

Recent advances in the synthesis of optically active amino acids by enzymatic method are described. L-Lysine, L-cysteine, L-tryptophan and D-forms of various amino acids, including D-p-hydroxyphenylglycine, are synthesized from chemically synthesized substrates by asymmetric ringopening hydrolysis. Multifunctional pyridoxal enzymes are useful for synthesis of various aromatic amino acids and sulfur-containing amino acids. Several enzymatic reactions being useful for production of amino acids are also described.The described enzymatic methods are simple and the most economical process to date for the industrial production of these amino acids.
著者
折谷 隆之 山下 恭平
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.11, pp.1054-1063, 1983-11-01 (Released:2009-11-13)
参考文献数
25
被引用文献数
3 3

By selected microorganisms (±) - cyclic terpenealcohols (menthols, carvomenthols, isopulegols, carveols and borneols) were resolved via asymmetric hydrolysis of the corresponding acetates and chloroacetates at the high concentrations (110 %) of racemic substrates. Generally, the acetates of (1 R) -2, 5- disubstituted 1- cyclohexanols were hydrolyzed faster than those of their enantiomeric (1 S) - alcohols. On the contrary, the acetates of (1 S) -sec- acyclic alcohols faster than those of their enantiomeric (1 R) - alcohols. Optical purities of separated alcohols were changed by microorganisms used and hydrolysis ratios. This microbial resolution was used effectively for syntheses of chiral building blocks for optically active carotenoids and cycloheximide antibiotic.
著者
森 謙治 須貝 威
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.11, pp.1044-1053, 1983-11-01 (Released:2009-11-13)
参考文献数
55
被引用文献数
12 16

Recent examples in the applications of biochemical systems in the syntheses of natural products are reviewed with special emphasis on the enantioselectivities of biochemical reactions.
著者
大石 武 秋田 弘幸
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.41, no.11, pp.1031-1043, 1983-11-01 (Released:2010-01-22)
参考文献数
34
被引用文献数
13 15

Asymmetric reduction of α-methyl β-keto ester and β-methyl α-keto ester by means of yeasts was carried out. Both keto esters were found to be reduced by a variety of yeasts to give optically active hydroxy esters having two chiral centers. The absolute configuration and the optical purity of the reduction products were primarily determined by measuring the 400 MHz NMR spectra of the (+) -MTPA esters of the alcohols produced.The successful use of the chiral synthons prepared by the present method in high optical purity to the synthesis of (-) -oudemansin is described.

2 0 0 0 OA 医薬品と硫黄

著者
平井 功一
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.45, no.6, pp.536-548, 1987-06-01 (Released:2009-11-13)
参考文献数
42
被引用文献数
1 2

Currently biologically interesting organic sulfur compounds are classified into seven categolies : naturally occurring bio-active compounds, antihypertensive ACE inhibitors, sulfonamides, psychotropic agents, antianginal agents, antiulcer agents and β -lactam antibiotics. The activities of the representative compounds in each part are commmented briefly from the standpoint of the interaction between sulfur and the animal body.
著者
渋谷 雅之
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.41, no.1, pp.62-76, 1983-01-01 (Released:2010-01-22)
参考文献数
69
被引用文献数
17 18

The discoveries of thienamycin and related compounds, potent and broad spectrum β-lactam antibiotics, have led to interest in the synthesis of compounds with a 1-carbapenem and 1-carbapenam ring system. Advances in the syntheses and synthetic approaches of 1-carbapenems and 1-carbapenams, which have been published from June 1980 to August 1982, are reviewed according to the synthetic methodology of these novel ring systems.
著者
西野 智雄 Colin J. Martin 安原 主馬 Gwénaël Rapenne
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.79, no.11, pp.1050-1055, 2021-11-01 (Released:2021-11-10)
参考文献数
62

In this account, we describe our achievements in the field of technomimetic synthetic nanovehicles from the first synthetic nanovehicle, a wheelbarrow with two wheels, to the nanocar which qualified for the 2nd Nanocar Race. The architecture of these nanovehicles is based on a polyaromatic or phorphyrinic chassis with ethynyltriptycenyl moiety used as wheels. The rigid and planar chassis also provides us with a potential cargo platform able to transport atoms or small molecules on surfaces.