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Volume 46, Issue 3
Displaying 1-9 of 9 articles from this issue
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Shigeru NISHIYAMA, Shosuke YAMAMURA1988 Volume 46 Issue 3 Pages 192-204
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSBirch reduction of aromatic ethers is well-known to afford alicyclic compounds such as cyclohexenones and cyclohexadienes. Oxidation of phenols also affords alicyclic ones such as cyclohexadienones in addition to oxidative coupling products. Mainly, we describe herein phenolic oxidation giving alicyclic compounds, from which a number of bioactive natural products have been synthesizedView full abstractDownload PDF (1096K) -
Cycloaddition Reaction of Homophthalic Anhydrides and Their Related CompoundsYasumitsu TAMURA, Yasuyuki KITA1988 Volume 46 Issue 3 Pages 205-217
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSAnthracycline 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.View full abstractDownload PDF (1450K) -
Kunisuke IZAWA1988 Volume 46 Issue 3 Pages 218-231
Published: March 01, 1988
Released on J-STAGE: January 22, 2010
JOURNAL FREE ACCESSA variety of Nacyl-α-amino acids are synthesized from aldehyde and amide via cobalt catalyzed amido-carbonylation (Wakamatsu) reaction. The reaction proceeds under exactly the same conditions as used for the hydroformylation (Oxo) reaction. So, olefins, alcohols, epoxides and halides which give aldehydes under the reaction conditions can be satisfactorily used instead of aldehydes. When acetals are used as starting materials, N-acyl-α-amino esters are obtained. The intramolecular amido-carbonylation provides a convenient route to cyclic α-amino acids or esters. Furthermore, N-acyl-α-amino esters are synthesized from N-acylamines through anodic oxidation followed by amido-carbonylation with high efficiency. By utilizing the methodology, a highly stereoselective synthesis of teneraic acid 14 was achieved. Possible mechanisms for these new processes are discussed in detail.View full abstractDownload PDF (1429K) -
Ayako MATSUSHIMA, Yuji INADA1988 Volume 46 Issue 3 Pages 232-243
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSProteins can be modified by chemically binding synthetic macromolecules to the surface of the molecule. This can counter some of the drawbacks of the native proteins and improves properties which could be important in their use as protein drugs and/or catalysts in bioreactors. The most difficult problem is endowing delicate proteins with suitable new properties by chemical modification without causing any loss of their functions. The modified enzymes are soluble in organic solvents and exhibit high enzymic activities in those organic solvents. Modified hydrolytic enzymes catalyzed the reverse reaction of hydrolysis in organic solvents formation of acid-amide bonds by modified chymotrypsin and ester synthesis and ester exchange reactions by modified lipase. Modified catalase and modified peroxidase efficiently catalyse their respective reactions in organic solvents. The results of this research indicate great potential for applications in the fields of biotechnology and enzymology.View full abstractDownload PDF (1479K) -
Relationship between the Ring Size and the Ring Current EffectJuro OJIMA1988 Volume 46 Issue 3 Pages 244-255
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSMethano-bridged bisdehydro [18] -, - [20] -, - [22] -, - [24] -, - [26] -, - [28] -, - [30] -, - [32] -, - [34] -, and - [38] annulenes have been synthesized by the Witting reaction between 1, 6-diformylcycloheptatriene or its vinylogous dialdehydes and (Z) -3-methl- or -t-butyl-2-penten-4-ynyltriphenylphosphonium bromide, followed by oxidative coupling with copper (II) acetate in pyridine. Bisdehydro [13] -, - [15] -, - [17] -, - [19] -, - [21] -, - [23] -, and -[25] annulenones have been synthesized by aldol condensation of (Z) -3-methyl-2-penten-4-ynal or its vinylogous aldehydes with the methyl ketones derived from the aldehydes, followed by oxidative coupling of the resulting acyclic ketones. Bisdehydroaza [14] -, - [16] -, - [18] -, - [20] -, and - [22] annulenes have been synthesized by the Beckmann rearrangement of the oximes from the annulenones, followed by exhaustive alkylation of the resulting lactams. Pentafulvalenes, heptafulvalenes, and fulvenes consisting of large-ring were derived from the annulenones. The properties of these macrocylic conjugated compounds are discussed on the basis of 1H NMR and electronic spectra.View full abstractDownload PDF (1315K) -
Toshio FUCHIGAMI, Tsutomu NONAKA1988 Volume 46 Issue 3 Pages 256-269
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSStudies on reactive intermediates are important to clarify reaction mechanisms and also to design useful synthetic reactions. From this viewpoint, the generation of reactive nitrogen species and their synthetic application were studied using chemical and electrochemical oxidation and reduction. This article is organized under the following headings.
1. Introduction
2. Generation of Reactive Nitrogen Species by N-Halogenation Followed by Dehalogenation and Their Synthetic Application
2.1. Rearrangement of N-Alkylhaloamidines
2.2. Synthesis of 1, 2, 4-Oxadiazoles
2.3. Synthesis of N-Imidoylsulfilimines
2. 4. Synthesis of Δ4-1, 2, 4-Thiadiazolines
3. Generation of Nitrenes by Electrochemical Reduction of N, N-Dihalo Compounds
4. Electrochemical Generation of Reactive Nitrogen Species and Their Synthetic Application
4.1. Ammoniumyl and Aminyl Radicals
4.2. Nitrenes
4.3. Aminonitrenes
4.4. Nitrenium Ions
4.5. Reactive Aminyl Anions
4.6. Others
5. Concluding RemarksView full abstractDownload PDF (1565K) -
Ikuzo NISHIGUCHI, Tsuneaki HIRASHIMA1988 Volume 46 Issue 3 Pages 270-284
Published: March 01, 1988
Released on J-STAGE: April 23, 2010
JOURNAL FREE ACCESSThis article reveals development of new synthetic methods for seven types of fine-chemicals' intermediates using electroorganic oxidation, which has been undertaken for the purpose of accelerating industrial utilization of electroorganic synthesis.
From the viewpoint of simplicity of procedure, non-pollutive character, high economical efficiency, good yields, and high selectivity, these electrochemical methods may possess high potentiality for industrial production of some of those useful fine-chemicals.View full abstractDownload PDF (1896K) -
Akihisa SAITOH1988 Volume 46 Issue 3 Pages 285-286
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESS -
[in Japanese], [in Japanese], [in Japanese], [in Japanese], [in Japane ...1988 Volume 46 Issue 3 Pages 287
Published: March 01, 1988
Released on J-STAGE: November 13, 2009
JOURNAL FREE ACCESSDownload PDF (182K)
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