Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
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Volume 43, Issue 3
Displaying 1-9 of 9 articles from this issue
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  • Generation of Stereoisomeric Structures Using Topological Information Alone
    Shin-ichi SASAKI, Hiroshi HAYASAKA, Hidetsugu ABE
    1985Volume 43Issue 3 Pages 197-204
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.197
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    An algorithm for enumeration of stereoisomeric structures due to asymmetric carbon, C-C double bond and so on has been developed. By using this algorithm, all the possible stereochemical structures for a molecule may be generated on the basis of its topological representation. The identification of each distinct stereoisomeric structure is performed by a modification of Morgan's method.
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  • Application of Molecular Mechanics Calculations to Natural Products Chemistry
    Haruhisa SHIRAHAMA, Takeshi MATSUMOTO
    1985Volume 43Issue 3 Pages 205-216
    Published: March 01, 1985
    Released on J-STAGE: January 22, 2010
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.205
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    The usefulness of “quantitative conformational analysis” of some terpenes and steroids was demonstrated. Detection of stable conformers which were often not found in crystalline state enabled to determine the configuration of compound 9, to assign the absolute configuration of dilophol (2), to analyse dynamic NMR of caryophyllene (4), and to suggest biosynthetic routes for cyclohumulanoids from humulene (5). Estimation of barrier of internal rotation around C (17) -C (20) bond of steroid gave a solution to a long lasting dispute. Ring inversion barrier of germacrene B (7) was estimated to give valuable data for argument about isolation of optically active germacrenes without a chiral atom. The course of some transannular reactions was explained by strain energy of possible products.
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  • On the Chemistry of Phytoalexins
    Tadashi MASAMUNE, Mitsuo TAKASUGI, Akio MURAI
    1985Volume 43Issue 3 Pages 217-225
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.217
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    The term phytoalexin proposed by Müller and Borger in 1940 was recently revised as follows ; “phytoalexins are low molecular weight, antimicrobial compounds that are both synthesized by and accumulated in plants after exposure to microorganisms”. This definition has often been used as synonym of “stress compounds”. The present review describes survey of historical ground of isolation, structure, biosynthesis, biological activity, and role in plant-disease resistance of representative compounds identified as or called “phytoalexins”. Structural characteristics of “phytoalexins” and varieties of stresses causing formation of “phytoalexins” indicate that one of the most important studies to be done on phytoalexins is isolation and characterization of key enzymes leading to initial formation of “phytoalexins” and, if possible, endogeneous elicitors rather than exogeneous ones.
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  • The Reactions of Sugar Derivatives with Grignard Reagents
    Masajiro KAWANA
    1985Volume 43Issue 3 Pages 226-236
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.226
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    Oxygen atoms in the chiral moiety of a sugar derivative are supposed to play an important role in making an appearance of a particular stereo- or regio-selectivity in such reactions when oxygenophilic reagents are concerned. Grignard reagents, which have a strong affinity for oxygen atoms, were effectively used for the following reactions of sugar derivatives : (1) Asymmetric reactions ; (2) The cleavege of acetal protecting groups ; (3) Deoxygenations with a [1, 2] -hydride shift ; (4) The anomerizations and ring opening of methyl furanosides ; (5) The reactions of some nucleoside derivatives.
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  • Electron-transfer Reactions Using a Model for an Electron-transfer Carrier in Biological Systems
    Ferredoxin Model
    Hiroo INOUE
    1985Volume 43Issue 3 Pages 237-248
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.237
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    This review describes that the synthetic 4Fe-4S cluster, which is a model compound for an active center of ferredoxin in biological systems, exhibits a prominent function as an electron-transfer carrier or an active site in various chemical oxidation-reduction reactions. The designed reactions using the synthetic 4Fe-4S cluster are as follows : the reduction of acridinium salt, α-diketone, and m-dinitrobenzene with benzenethiol, the reductive cleavage of α-isobutylthiodeoxy-benzoin with 1-benzyl-1, 4-dihydronicotinamide, the reduction of aromatic ketones, aldehydes, esters, and protons with carbanions such as n-butyllithium and phenyllithium, and the activation of hydrogen and the hydrogenation of olefins with the phenyllithium/4Fe-4S cluster system. Furthermore, the function of thiamine coenzyme in pyruvate oxygenase is mimiced and applied to the reduction of 4Fe-4S cluster using thiazolium salt as a model compound.
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  • Photochemistry of Polyoxometalates as Homogeneous Photocatalysts for Redox Reactions of Organic Molecules
    Toshihiro YAMASE
    1985Volume 43Issue 3 Pages 249-261
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.249
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    Photoexcitation of the oxygen to metal charge-transfer band for alkylammonium polyoxometalates of Mo and W allows the transfer of a hydrogen-bonded proton from alkylammonium to a bridging oxygen atom at an octahedral site of the polyoxoanion and the subsequent redox reaction with water to yield reduced polyoxoanion and OH. Photoreduced polyoxoanions which exhibit oxidation potentials more negative than the reduction potential of water, lead to hydrogen generation as a result of the reduction of proton coupled with oxidation to original polyoxoanions. The significance of the highly negative oxidation potential for the photoreduced polyoxoanions can be considered in connection with the photocatalytic evolution of hydrogen from a great variety of organic molecules and their net oxidation. The polyoxometalates constitute an interesting family of potential sensitizer and relay species because of their variety of compositions and structure.
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  • Resorcinol
    Kunihiko TANAKA
    1985Volume 43Issue 3 Pages 262
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.262
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  • [title in Japanese]
    [in Japanese], [in Japanese], [in Japanese], [in Japanese]
    1985Volume 43Issue 3 Pages 263
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.263
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  • [title in Japanese]
    1985Volume 43Issue 3 Pages 264-267
    Published: March 01, 1985
    Released on J-STAGE: November 13, 2009
    DOIhttps://doi.org/10.5059/yukigoseikyokaishi.43.264
    JOURNAL FREE ACCESS
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