著者

杉 義弘

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.6, pp.577-587, 1983-06-01 (Released:2009-11-13)

参考文献数

83

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The recent advances in the homologation of methanol have been reviewed. The effects of iodine, phosphines, and co-catalysts on the cobalt catalyzed reaction are discussed. Methanol activation is enhanced by the addition of iodine through the formation of methyl iodide. Phosphine modification improves the selectivity of ethanol. The synergy is observed between cobalt and co-catalysts, such as ruthenium and iron. The addition of these co-catalysts improves the rate and the selectivity of ethanol. Transition metal complexes of iron, rhodium, ruthenium, and manganese catalyze the homologation of methanol in methanol amine solution. Carbon dioxide is produced as the oxygenated by-product in the place of water. The synergy between iron and manganese carbonyls enhances the rate and the selectivity of ethanol. The mechanistic aspects are also discussed.

著者

紫垣 明典

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.6, pp.553-560, 1983-06-01 (Released:2009-11-13)

参考文献数

15

---

Acetic acid, an important chemical intermediate, is produced commercially by one of three routes, acetaldehyde oxidation, liquid-phase hydrocarbon oxidation, and methanol carbonylation. Among them, the low pressure carbonylation of methanol, developed by Monsanto Co., has been highly appreciated in view of bright success of C1 chemistry. The history of acetic acid industry is reviewed, and the progress of acetic acid manufacturing technology is discussed.

著者

縄田 伍七 宮崎 晴彦

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.41, no.6, pp.545-552, 1983-06-01 (Released:2009-11-13)

参考文献数

109

被引用文献数

1 2

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Various routes of ethylene glycol synthesis from one-carbon raw materials are reviewed. Recent advances and interesting developments in the direct synthesis from synthesis gas, the two-step process comprising oxidative coupling of CO to oxalates followed by hydrogenation, formaldehydebased routes via glycolic acid esters, hydroformylation of formaldehyde, reaction of methanol with formaldehyde and methanol coupling reactions are summarized.

著者

小野 田武 和田 啓輔

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.6, pp.515-523, 1983-06-01 (Released:2009-11-13)

参考文献数

17

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The growing scope of homogeneous metal catalyst in C1 chemistry is briefly reviewed. The matal catalyzed C1 reactions, important from industrical point of views, are classified, first, into several groups, in words of the starting material or the reaction pattern. Then, the relationships, between the elemental reaction path and the characteristic feature of the metal center, are discussed. Finally, some comments are added for application of the homogeneous catalyst to the actual commercial plant.

著者

岩隈 建男 山田 幸一郎 武田 幹男

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.5, pp.451-456, 1983-05-01 (Released:2009-11-13)

参考文献数

27

被引用文献数

1 2

---

Asymmetric reduction of prochiral cyclic imines with chiral sodium acyloxyborohydrides (5 a-i), which are easily prepared by the reaction of NaBH4 with various N-acyl α-amino acids, has been investigated. Of these new reducing agents, triacyloxyborohydrides (5 c-f), derived from NaBH4 (1 eq.) and (S)-N-acylproline (3 eq.), were found to reduce 3, 4-dihydropapaverine (1) in tetrahydrofuran to (S)-norlaudanosine (2) in 60 % optical yield. The N-benzyloxycarbonyl derivative (5 c) could be isolated as a powder and characterized. The effect of solvents on this asymmetric reduction has been examined by the use of the isolated reagent (5 c) halogenated alkane solvents such as CH2Cl2 or CHCl2CH3 gave a better optical yield of compound (2) (70 % e. e.). The reagent (5 c); also reduced other cyclic imines (6 a-c) and (8) to the corresponding alkaloids (7 a-c) and (9) in excellent optical yields (70-86 % e. e.), providing an effective route to the asymmetric synthesis of these alkaloids. The asymmetric reduction of the imines (10 and 13) also proceeded smoothly to furnish the compounds (11 and 14), the precursors of TMQ and TA-073 (bronchodilating agents), in high optical yields. A possible reaction path for this reduction is also presented.

著者

常石 敬一

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.53, no.10, pp.922-923, 1995 (Released:2009-11-16)

著者

石川 延男 北爪 智哉

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.41, no.5, pp.432-438, 1983-05-01 (Released:2009-11-13)

参考文献数

24

被引用文献数

4 6

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A number of “Grignard-type” reactions of organic fluorine compounds were achieved by treating perfluoroalkyl iodides and substrates with zinc under the irradiation of ultrasound. The reactions include 1) Direct carboxylation of perfluoroalkyl iodides, 2) Perfluoroalkylation of carbonyl compounds, 3) Perfluoroalkylation of allyl, vinyl and aryl halides, and 4) Hydroperfluoroalkylation of alkynes and dienes.

著者

平間 正博

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.41, no.5, pp.418-431, 1983-05-01 (Released:2009-11-13)

参考文献数

40

被引用文献数

2 3

---

Convergent and enantiospecific syntheses of compactin (1 a) and mevinolin (1 b), potent competitive inhibitor of HMG-CoA reductase, have been achieved via asymmetric intramolecular Diels-Alder reaction of acyclic (E, E, E) -trienone 4 leading to trans-octalone 3, a common intermediate for congeners. Chirality of C13 in 4 was designed to induce the four asymmetric centers with desired configuration by this reaction : the chirality controlled the approach of the dienophile from a single diastereotopic face. Trienone 4 was expeditiously constructed by the combination of two segments 5 and 6. Enantio- and stereo-specific synthesis of 6, a chiral 1, 3, 5- triol derivative, rested on the two novel methodologies, i.e, the convenient asymmetric reduction of β-keto carboxylate 19 d with baker's yeast and the regio- and stereo-selective iodofunctionalization (1, 3-asymmetric induction) of homoallylic carbamate. Preparation of 5 in its optically active form was accomplished by the elaboration of readily available γ-lactone 12.

著者

今西 武 花岡 美代次

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.41, no.5, pp.403-417, 1983-05-01 (Released:2010-01-22)

参考文献数

64

被引用文献数

1 3

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This article describes our recent synthetic studies on some kinds of alkaloids, which possess various carbon substituted piperidine parts in their structures, starting from a common synthon, N-substituted 1, 6-dihydro-3(2H)-pyridinone. Syntheses of catharanthine, ibogamine, epiibogamine, tabersonine, cleavamine, eburnamonine, corynantheidol, quinine, and tecomanine are involved.

著者

河野 一通 河西 政次

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.48, no.9, pp.824-833, 1990-09-01 (Released:2010-01-22)

参考文献数

41

被引用文献数

1 5

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The studies on the chemistry of mitomycins are described : i) identification and structural elucidation of mitomycins D, E, F, G, I, J, K, L, M, albomitomycin A, and isomitomycin A from the fermentation broth; ii) derivation of mitomycins structurally close to naturally occurring mitomycins; iii) mitomycin rearrangement, the interconversion between mitomycin A, albomitomycin A, and isomitomycin A;iv) chemical con-version of isomitomycin A from mitomycin A; v) 3α-alkoxymitomycins, unexpected by-products in decarbamoylation of mitomycins;vi) the configuration of mitiromycin.

著者

伊藤 芳雄 寺島 孜郎

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.47, no.7, pp.606-618, 1989-07-01 (Released:2009-11-13)

参考文献数

56

被引用文献数

17 19

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The 1β-methylcarbapenem antibiotics represented by 3, 4, and 5, have been the focus of current synthetic endeavor due to prominent antibacterial activities and broad spectra as well as enhanced chemical and metabolic stability. Progress of the syntheses of 1β-methylcarbapenem key intermediates represented by 6, are reviewed based on the synthetic methods of the characteristic 1β-methyl substituent involved in the contiguous four chiral centers of 6.

著者

福井 三郎 田中 渥夫

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.5, pp.384-394, 1983-05-01 (Released:2009-11-13)

参考文献数

80

被引用文献数

5 5

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Enzymes, which catalyze a variety of reactions in living systems, have many specific features, such as regiospecificity, stereospecificity and substrate specificity. Furthermore, such reactions can be carried out under very mild conditions. Immobilization of biocatalysts (enzymes, and enzymecontaining organelles, microbial cells and other living systems) is attracting worldwide attention, because immobilized biocatalysts catalyze biochemical reactions under more stabilized conditions than their free counterparts and, moreover, they can be reused economically. At present, applications of immobilized biocatalysts include (a) production of useful compounds by stereospecific and/ or regiospecific reactions under mild conditions, (b) production of energy by biological processes, (c) analyses of various compounds with high sensitivity and high specificity, and (d) utilization in medical fields such as new types of drugs and artificial organs etc.This review deals with the several examples of immobilized biocatalysts applied to biosynthesis and bioconversion of organic compounds. Utilization of immobilized biocatalysts in the presence of organic solvents is also described.

著者

小林 秀彦

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.41, no.4, pp.371-372, 1983-04-01 (Released:2009-11-13)

被引用文献数

1 1

著者

出雲崎 昇

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.4, pp.369-370, 1983-04-01 (Released:2009-11-13)

著者

吉井 英一 武田 敬

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.4, pp.348-358, 1983-04-01 (Released:2009-11-13)

参考文献数

90

被引用文献数

2 2

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Recent progress in the total syntheses of naturally occurring di- and tricyclopentanoid sesquiterpenes is reviewed, placing particular emphasis on the methodology for the construction of the skeletons and further on the total synthesis of quadrone.

著者

小谷野 喬

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.42, no.3, pp.252, 1984-03-01 (Released:2009-11-13)

著者

林 輝幸

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.3, pp.239-250, 1983-03-01 (Released:2009-11-13)

参考文献数

165

被引用文献数

1 1

---

Effects of the structure of diphosphines, especially of n in Ph2P (CH2) nPPh2 (PnP), on the structure, reactivity, catalytic activity and selectivity, and asymmetric induction ability of transition metal complexes are described. The catalytic activity and selectivity change variously depend on n when PnP are used with catalyst metal complexes. P2P is suitable when chelating species is active, while P3P or P4P is superior when dissociation of the diphosphine is necessary. In asymmetric reactions, the diphosphines which form rigid coordination structure bring about high optical yield.

著者

橋本 俊一 戸田 正明

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.3, pp.221-238, 1983-03-01 (Released:2009-11-13)

参考文献数

73

被引用文献数

2 2

---

The recent discovery of the new family of compounds, named leukotrienes because of their origin from leukocytes and a structural characteristic, the conjugated triene, has significantly increased our knowledge of arachidonic acid metabolism.This review will focus on the chemistry leading to the complete stereochemical elucidation of the leukotrienes, as well as more recent synthetic advances.

著者

中筋 一弘 中塚 正勝 村田 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.41, no.3, pp.204-220, 1983-03-01 (Released:2010-01-22)

参考文献数

136

被引用文献数

5 6

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According to a system of classification for multi-stage redox systems proposed by Hünig, tetrathiafulvalene (TTF), bithiopyranylidene (BTP) are considered to be Weitz-type donors whereas tetracyanoquinodimethane (TCNQ) is regarded as Wurster-type acceptor. Recent efforts to explore new redox systems have provided various structural modifications, such as symmetrical, unsymmetrical, condensed, and inserted versions on TTF, BTP, and TCNE. In this review recent progress in design and synthesis of the modified TTF, BTP, and TCNE systems is described.

著者

矢坂 正大

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.2, pp.190-191, 1983-02-01 (Released:2009-11-13)