Synthesis of proline and 2-piperidinecarboxylic acid via cobalt-catalyzed isomerization-carbonylation of N-acyl unsaturated cyclic amines.

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概要

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• <I>N</I>-Acyl derivatives of proline and 2-piperidinecarboxylic acid (pipecolic acid) were synthesized in moderate yield from <I>N</I>-acyl unsaturated cyclic amines through cobalt-catalyzed isomerization–carboxylation under hydroformylation conditions in the presence of H<SUB>2</SUB>O. A possible mechanism for the process is discussed which is related to that of the amidocarbonylation (cobalt-catalyzed formation of <I>N</I>-acyl α-amino acid from aldehyde, amide and carbon monoxide).

• 公益社団法人 日本化学会の論文

著者

• Izawa Kunisuke

  Central Research Laboratories Ajinomoto Co. Inc.

• Amino Yusuke

  Central Research Laboratories, Ajinomoto Co.

• Nishi Seiichi

  Central Research Laboratories, Ajinomoto Co., Inc.

関連論文

• Crystal Structure of N-(4-Methyl-5-oxo-1-imidazolin-2-yl)sarcosine Monohydrate
• Enzymatic Production of L-Serine from 2-Oxo-oxazolidine-4-carboxylic Acid(Microbiology & Fermentation Industry)
• Synthesis of proline and 2-piperidinecarboxylic acid via cobalt-catalyzed isomerization-carbonylation of N-acyl unsaturated cyclic amines.
• Synthesis of .ALPHA.,.OMEGA.-diamino acids via amidocarbonylation reaction: Novel synthesis of lysine, ornithine, and their analogs.
• Synthesis of .ALPHA.-amino acids containing a cyclopropane ring via cobalt-catalyzed carbonylation-amidocarbonylation of cyclopropanemethanols.

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