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.
著者
実吉 峯郎
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.40, no.2, pp.136-146, 1982-02-01 (Released:2009-11-13)
参考文献数
102

The synthesis and biological activities of 1-β-D-arabinofuranosylcytosine (Ara C) and related compounds are reviewed and discussed under following headings : 1. Synthesis of 1-β-D-arabinofuranosylcytosine. 1-1 synthesis from uridine ; 1-2 synthesis from cytidine ; 1-3 synthesis via coupling of bases with suitably protected sugars ; 1-4 synthesis via D-arabinose oxazoline derivative. 2. Biological activities of 1-β-D-arabinofuranosylcytosine and related compounds. 2-1 antitumor and antiviral activities ; 2-2 biological activation of 1-β-D-arabionfuranosylcytosine in vivo and its mode of biological actions ; 2-3 inhibition of DNA polymerases by Ara CTP 2-4 other arabinofuranosyl nucleosides. 3. Some derivatives of 1-β-D-arabinofuranosylcytosine. 3-1 modifications on cytosine moieties; 3-2 sugar-modified derivatives; 3-3 depot form of Ara C and Ara CMP. 4. Scope and limitation of cancer chemotherapy using 1-β-D-arabinofuranosylcytosine and related compounds are also finally discussed.
著者
大石 武 中田 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.39, no.7, pp.633-641, 1981-07-01 (Released:2009-11-13)
参考文献数
30
被引用文献数
3 4

Highly stereocontrolled reduction of α-methyl β-keto esters, 3-hydroxy-2-methyl ketones, and α, β-epoxy ketones with Zn(BH4)2 has been described. In every case, the predominated products were found to be erythro-alcohols. A plausible mechanism to account for these high selectivity is discussed.Synthetic studies of erythronolide A starting from erythro-3-hydroxy-2-methylpropionates prepared by the reduction of the corresponding β-keto esters with Zn(BH4)2 have also been described.
著者
佐々木 正
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.39, no.4, pp.289-300, 1981-04-01 (Released:2009-11-13)
参考文献数
91

Beginning from a general survey of the characters of polycarbocyclic compounds as one of the possible future ones, the importance and utility of the pericyclic reactions are discussed from a viewpoint of their synthesis and their synthesis is reviewed on the focus of the intramolecular Diels-Alder reactions.
著者
高久 洋
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.39, no.2, pp.109-121, 1981-02-01 (Released:2009-11-13)
参考文献数
108
被引用文献数
1

8-Oxyquinolyl group has been widely applied to the synthesis of oligonucleotides.
著者
時任 宣博
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.2, pp.136-148, 1994-02-01 (Released:2010-01-28)
参考文献数
39
被引用文献数
4 9

Recent studies on the synthesis, structure, and reactivity of kinetically stabilized double-bond compounds between group 14 metals (M=Si, Ge, and Sn) and heavier chalcogens such as sulfur or selenium are reviewed. Three different approaches for the formation of “heavy ketones” were examined, i. e., (i) the thermal retrocycloaddition of 1, 2, 4, 3-trichalcogenametallolanes bearing a new steric protection group, 2, 4, 6-tris- [bis (trimethylsilyl) methyl] phenyl (denoted as Tb), (ii) the reactions of kinetically stabilized divalent group 14 metal species, Tb (Ar) M, with an epichalcogenide or elemental chalcogen, and (iii) the dechalcogenation reactions of 1, 2, 3, 4, 5-tetrachalcogenametallolanes, Tb (Ar) MY4 (Y=, S, Se). As a result of kinetic stabilization by the combination of Tb and 2, 4, 6- triisopropylphenyl (Tip) group, silanethione Tb (Tip) Si S and germanethione Tb (Tip) Ge=S were successfully isolated as monomeric and stable crystalline compounds, while the corresponding stannanethione Tb (Tip) Sn = S was synthesized as a monomeric species stable in solution, Of particular note is the X-ray crystallographic structure analysis of germanethione, which revealed the completely trigonal planar geometry for the germathiocarbonyl unit and the remarkable bond shortening for the Ge-S double bond.
著者
魚住 泰広 森 美和子 柴崎 正勝
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.10, pp.937-946, 1991 (Released:2009-11-16)
参考文献数
35
被引用文献数
1 2

Molecular nitrogen was incorporated into organic compounds via titanium nitrogen complex [TiNMg2Cl2·THF]. Namely, the reaction of titanium isocyanate complex [3THF· Mg2Cl2OTiNCO] prepared from titanium nitrogen complex [TiNMg2Cl2·THF] and CO2 with acid anhydrides afforded cyclic imides and quinazoline derivatives. Using the combination system of nitrogenation and palladium catalyzed carbonylation, phthalimide, isoindolinone, and quinazolines were synthesized from an aryl halide. Furthermore, coupling reaction of ketones with an aryl or vinyl halides in the presence of Pd (0) and titanium isocyanate complexes smoothly proceeded to give divinyl amines or arylvinyl amine via transmetalation.
著者
中尾 英雄 柳沢 宏明 杉村 征夫 平岡 哲夫
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.35, no.7, pp.563-574, 1977-07-01 (Released:2009-11-13)
参考文献数
36

Synthetic studies on 7-methoxycephalosporins are reviewed under the following subjects : 1. synthesis of cephamycin derivatives 2. chemical methoxylation a) direct methods b) indirect methods 3. author's work a) synthesis by oxidation of novel Schiff bases b) synthesis from 7-haloacetamidocephalosporins 4. synthesis of new antibacterial derivatives.
著者
西郷 和彦
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.64, no.12, pp.1240-1250, 2006-12-01 (Released:2010-10-20)
参考文献数
19
被引用文献数
5 5

We carried out systematic studies on the preferential and diastereomeric crystallizations with the aid of X-ray crystallographic analyses and found that there is high correlation in molecular length between a target racemate and a derivatizing/resolving agent. On the basis of the results, we proposed relative molecular length and CH/π rules. The rules were applied to the development of non-natural enantiopure compounds, which were highly useful in asymmetric syntheses, chiral polyamide synthesis, and so on. Recent results concerned with the enantioseparation by phosphonothioic and phosphinothioic acids and with the asymmetric synthesis of phosphorothioates are also described.