Stereochemical Studies. VII. Thermal Rearrangement of α-Hydroxyimines to α-Aminoketones using optically Active Open Chain Compounds

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概要

• 論文の詳細を見る

• Thermal rearrangements of three types of optically active open chain α-hydroxy-imines (I) were attempted. In all cases two optically active isomeric α-aminoketones (II) were obtained with almost full retention of optical activity, regardless of the species of the migrated groups in the 38-53% total yield. Stereospecifically, this thermal rearrangement was assumed to proceed via the intramolecular cyclic mechanism. The presence of a fragmentation reaction was shown. Thus, the coexistence of cleavage in all carbon-carbon bonds attached to the carbon atom bearing the hydroxy group was demonstrated for the first time. Preliminary experiments using racemic compounds were also described.

• 社団法人日本薬学会の論文
• 1971-02-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 水野 初彦

  Faculty of Pharmaceutical Sciences, Osaka University

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 寺島 孜郎

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 水野 初彦

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 寺島 孜郎

  (財)相模中央化学研究所

• 寺島 孜郎

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)sagami Chemical Research Cen

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