分子内反応における隣接基関与

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概要

• 論文の詳細を見る

• Participation of a neighboring group provides anchimeric assistance in carbocation reactions. In other words, intramolecular attack by the group towards a reaction (cationic) center forming in the rate-determining step is accelerated, while intermolecular attack by solvent is not. This idea is related to the factors which have been suggested to the mechanisms of enzyme-catalyzed reactions. Several recent reactions of synthetic significance and bioorganic importance are explained on the related idea. The reactions involve anchimerically-assisted solvolysis, intramolecular lactonization and thiolactonization, nucleophilic attack on cyclopentyl <I>p</I>-nitrophenyl-methyl-sulfonium compounds, hydrolysis of sulfonamides assisted by a neighboring carboxyl group, some free radical reactions in steroid systems, Norrish photochemical cleavage of a penicillin thioether, cyclodextrin-catalyzed aromatic substitution, and reactions of penicillin sulfenic acid with C<SUB>6</SUB> amide side chain.

• 社団法人 有機合成化学協会の論文

著者

• 谷田 博

  塩野義製薬株式会社研究所

• 谷田 博

  塩野義製薬 (株) 研究所

関連論文

• フリーデル・クラフツ・アシル化反応中間体
• 日仏医薬精密化学討論会
• 分子内反応における隣接基関与
• 橋環状ベンゾサイクレンの化学
• 企業における基礎研究 (基礎研究)
• ソルボリシスと立体因子 (物理有機化学(特集))

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