有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
46 巻, 1 号
選択された号の論文の8件中1~8を表示しています
  • 谷口 宏, 秋葉 欣哉, 古川 尚道
    1988 年 46 巻 1 号 p. 2-11
    発行日: 1988/01/01
    公開日: 2009/11/13
    ジャーナル フリー
  • 高等植物におけるプレニル化
    菅 隆幸, 吉岡 隆充, 太田 伸二
    1988 年 46 巻 1 号 p. 12-21
    発行日: 1988/01/01
    公開日: 2009/11/13
    ジャーナル フリー
    This article involves the brief explanation on the stereochemical picture of Cornforth's basic principle for the isoprenoid biosynthesis and the integrated presentation of new findings on the unusual prenyl chain elongation, which does not follow Cornforth's basic principle, in higher plants.
    The new findings are as follows : (i) In the biosynthesis of polyprenols from mevalonic acid by the intact leaves of Mallotus japonicus, the formation of their Z -prenyl chain involved the unusual elimination of the pro-4S hydrogen of the mevalonic acid. (ii) When (E, E) -farnesol was synthesized from 3, 3-dimethylallyl diphosphate (DMAPP) and isopentenyl diphosphate (IPP) in the presence of iodoacetamide with the cell-free extract of Pisum sativum, the DMAPP was condensed with the carbon-carbon double bond of IPP from its reversed face, i. e., re-re face. Stereospecific models for explanation of these unusual phenomena are presented.
  • 有用合成中間体の短段階合成への応用
    田嶋 聖彦
    1988 年 46 巻 1 号 p. 22-36
    発行日: 1988/01/01
    公開日: 2009/11/13
    ジャーナル フリー
    Control of degradation reactions of carbohydrates and their applications to short-step syntheses of useful synthetic intermediates by using D-glucono-1, 5-lactone, D-glucopyranuronic acid, and D-glucofuranurono-6, 3-lactone as starting materials are described.
    The conversion of carbohydrate derivatives to useful synthetic intermediates is successfully achieved by alcoholysis of the degradation products obtained under acetylation conditions.
    Under acetylation conditions, mono-unsaturated derivatives of D-glucono-1, 5-lactone and D-glucopyranuronic acid, α-pyrone derivatives, butenolide derivatives, a sorbic acid derivative, comanic acid, etc. are obtained from D-glucono-1, 5-lactone, tetraacetate of D-glucopyranuronic acid, and triacetate of D-glucofuranurono-6, 3-lactone in high yields.
    4, 5-Mono-unsaturated derivative of D-glucopyranuronic acid and α-pyrone derivatives are selectively converted to cyclopentenone derivatives under alcoholysis conditions in the presence of base. On the other hand, 2, 3-mono-unsaturated derivative of D-glucono-1, 5-lactone affords furan derivative under alcoholysis conditions using acid as catalyst.
    Further, 4-hydroky-4-methoxycarbonyl-2-cyclopentenone, prepared from D-glucono-1, 5-lactone via α-pyrone derivative, is successfully degraded to afford a valuable synthetic intermediate, 1, 3-cyclopentanedione.
  • Ferrier反応との組み合わせを中心に
    葛原 弘美, 坂入 信夫
    1988 年 46 巻 1 号 p. 37-48
    発行日: 1988/01/01
    公開日: 2009/11/13
    ジャーナル フリー
    The readily available di- and tri-saccharides such as maltose and maltotriose were employed as the starting materials or building blocks to prepare biologically active pseudooligosaccharides. These attempts involving an advantageous utilization of the internal glycosidic linkages of the starting oligosaccharides were fulfilled on the basis of the methodology developed for their regioselective protection. All chiral carbocyclic constituents of the target compounds were prepared by applying the Ferrier's carbocyclization reaction to the corresponding carbohydrate precursors.
  • 佐野 武弘, 津田 喜典
    1988 年 46 巻 1 号 p. 49-65
    発行日: 1988/01/01
    公開日: 2010/01/22
    ジャーナル フリー
    This article describes the synthetic studies of Erythrina and related alkaloids including i) construction of erythrinan and homoerythrinan skeletons, ii) total syntheses of erythrinan alkaloids, iii) total syntheses of homoerythrinan alkaloids, and iv) syntheses of non-benzenoid erythrinan skeletons.
  • 高井 和彦, 内本 喜一朗
    1988 年 46 巻 1 号 p. 66-77
    発行日: 1988/01/01
    公開日: 2009/11/13
    ジャーナル フリー
    Although the reducing power of chromium (II) salts is not so strong as such metals like lithium, magnesium, and zinc, active organic halides are reduced by chromium (II) to give the corresponding organochromium reagents. We describe here a new entry of the organochromium reagents, which add to aldehydes with unique selectivities, especially chemoselective addition to aldehydes in the presence of ketones. The following topics are included : (1) γ -Alkoxy-substituted allylchromium reagents, produced by reduction of acrolein dialkyl acetals with CrCl2, add to aldehydes in a erythro-selective manner. (2) Alkynyl halides and α-chloro sulfides are reduced by CrCl2 to afford alkynyl and α-thioalkylchromium reagents, respectively. (3) Under nickel catalysis, alkenyl halides (triflates) are reduced by CrCl2 to produce alkenylchromium reagents. (4) Selective synthesis of E-olefins from aldehydes are achieved by using geminal dichromium reagents derived by chromium (II) -reduction of geminal dihalo compounds such as RCHI2, Me3SiCHBr2, and CHX3.
  • 角谷 利宗
    1988 年 46 巻 1 号 p. 78-79
    発行日: 1988/01/01
    公開日: 2010/01/21
    ジャーナル フリー
  • 菅 隆幸, 葛原 弘美, 坂入 信夫, 津田 喜典, 高井 和彦
    1988 年 46 巻 1 号 p. 80
    発行日: 1988/01/01
    公開日: 2009/11/13
    ジャーナル フリー
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