2017年6月
A Convenient Method for Preparation of alpha-Imino Carboxylic Acid Derivatives and Application to the Asymmetric Synthesis of Unnatural alpha-Amino Acid Derivative
Chemical and Pharmaceutical Bulletin
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- 巻
- 65
- 号
- 6
- 開始ページ
- 573
- 終了ページ
- 581
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- 出版者・発行元
- PHARMACEUTICAL SOC JAPAN
We describe herein a manganese(IV) oxide-mediated oxidation of N-p-methoxyphenyl (PMP)-protected glycine derivatives for the synthesis of alpha-imino carboxylic acid derivatives. Using this methodology, utilization of unstable glyoxic acid derivatives was avoided. Furthermore, using this methodology we synthesized novel alpha-imino carboxylic acid derivatives such as alpha-imino phenyl ester, perfluoroalkyl etsers, imides, and thioester. The asymmetric Mannich reaction of those novel imine derivatives with 1,3-dicarbonyl compound is also described, and the novel alpha-imino imide gave improved chemical yield and stereoselectivity compared with those obtained by the use of the conventional alpha-imino ester-type substrate.
- リンク情報
- ID情報
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- ISSN : 0009-2363
- Web of Science ID : WOS:000402493400008