2017年10月
Synthesis of Acylborons by Ozonolysis of Alkenylboronates: Preparation of an Enantioenriched Amino Acid Acylboronate
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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- 巻
- 56
- 号
- 44
- 開始ページ
- 13847
- 終了ページ
- 13851
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1002/anie.201707933
- 出版者・発行元
- WILEY-V C H VERLAG GMBH
A concise synthesis of acylborons was achieved by ozonolysis of alkenyl MIDA (N-methyliminodiacetic acid) boronates. This reaction exhibits excellent functional-group tolerance and is applicable to various acyl MIDA boronates and potassium acyltrifluroborates (KATs) which could not be synthesized by previous methods. In addition, alpha-amino acylborons, which would be essential for peptide ligations, were prepared for the first time. The acylboron of l-alanine was obtained in high enantiopurity and found to be configurationally stable. Oligopeptide synthesis between the alpha-amino KATs and amino acid in dilute aqueous media was studied.
- リンク情報
- ID情報
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- DOI : 10.1002/anie.201707933
- ISSN : 1433-7851
- eISSN : 1521-3773
- Web of Science ID : WOS:000413314800057