Journal of Synthetic Organic Chemistry, Japan

Information Chemistry and Organic Synthesis ; 1

Shizuo FUJIWARA

1978Volume 36Issue 7 Pages 551-554
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.551

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Information Chemistry and Organic Synthesis : 2

Design of the Organic Synthesis by the Artificial Intelligence

Yuzuru FUJIWARA, Mashahiro UCHINO

1978Volume 36Issue 7 Pages 555-568
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.555

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Biogenetic Like Syntheses of Illudoid Sesquiterpenes

Haruhisa SHIRAHAMA, Yasufumi OHFUNE, Shyunziro MISUMI, Takeshi MATSUMO ...

1978Volume 36Issue 7 Pages 569-580
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.569

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Several steps in the biosynthetic route suggested for illudoid sesquiterpenes, were chemically realized. Studies in this and related fields, mainly carried out in the authors' laboratory, were discussed.

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An Application of β-Lactam to the Synthesis of Heterocyclic Compounds

Shinzo KANO

1978Volume 36Issue 7 Pages 581-594
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.581

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Currently β-lactams are receiving considerable attention from organic and medicinal chemists because of the widespread occurence of β-lactam antibiotics such as penicillins and cephalosporins. Furthermore, β-lactam ring has been known to show high chemical reactivity and ease of molecular rearrangement and therefore to be potential synthons of value. β-Lactams would be useful source of the CO-C-C-N synthon (by cleavage of 1-2 fission) and the C-C-CO-N- unit (by cleavage of 1-4 fission) for the preparation of several kinds of different heterocyclic compounds, such as pyrrolidone, piperidone, quinolone, and oxazole. The author wishes to describe an application of β-lactam and related compounds to different heterocyclic compounds.

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Recent Trends in High Performance Organic Pigments

Isao KUMANO

1978Volume 36Issue 7 Pages 595-609
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.595

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The use of high performance organic pigments has been increased in such industries as coatings, printing inks, plastics, synthetic fibers and so on because of their excellent fastness properties. A growing concern on the health and the safety is prompting the use of these pigments in place of the inorganic pigments containing Pb, Cr and Cd in the last few years.
A great number of organic pigments have been developed to fulfill the fastness properties and many pigments of excellents fastness have been put to practical uses to form a pigment class called high performance organic pigment. The recent trends in this pigment class are summerised with emphasis on the organic syntheses.

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Ketene Silyl Acetals

New Versatile Reagents for Organic Synthesis

Iwao OJIMA, Shinichi INABA

1978Volume 36Issue 7 Pages 610-615
Published: July 01, 1978
Released on J-STAGE: January 22, 2010

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.610

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Ketene silyl acetals have been developed as new versatile reagents for organic synthesis. The reactions of ketene silyl acetal with acid halides, carbonyl compounds, Schiff bases, and heterocummulenes and summarized. Oxidative coupling, oxidation and Mannich reaction of these reagents, and, an application of Claisen-type rearrangement of these reagents to the total synthesis of natural products are also described.

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[title in Japanese]

Satoshi YOSIZUMI

1978Volume 36Issue 7 Pages 616-619
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.616

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1, 3-Dipolar Cycloaddition of N- (p-Substituted benzylidene) -p-Substituted benzylamine N-oxides with trans-1, 2-Bis (p-substituted benzoyl) -Ethylenes and Its Kinetic Study

Keishi TADA, Fujio TODA

1978Volume 36Issue 7 Pages 620-624
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.620

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1, 3-Dipolar cycloaddition of N- (p-substituted benzylidene) -p-substituted benzylamine N-oxides with trans-1, 2-bis (p-substituted benzoyl) ethylenes was carried out to give trans-and cis-2, 3-bis (p-substituted phenyl) -4, 5-bis (p-substited benzoyl) isoxazolidines. The configurations of the resulting isoxazolidines were determined by NMR spectra. The formation ratios of trans-to cis-adducts were determined by liquid chromatography. Kinetic parameters, the activation energy, the activation enthalpy and the activation entropy were determined. The solvent effects were discussed from the view point of the reaction rates or the formation ratios.

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The Fusion Reaction of Lactamide and Mandelamide with Amino Acids and Amines

Tadashi AKITA, Yih WEN Yan, Kouki KITAGAWA, Miwako SHONO

1978Volume 36Issue 7 Pages 625-628
Published: July 01, 1978
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.36.625

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The fusion reaction of lactamide and mandelamide with amino acids or aromatic amines gave the acylated amide and two new compounds, 1, 2-diacylhydrazine and diacylamine.

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