Utilization of Acidic α-Amino Acids as Acyl Donors: An Effective Stereo-Controllable Synthesis of Aryl-Keto α-Amino Acids and Their Derivatives

Molecules

Lei Wang²  Yuta Murai¹  Takuma Yoshida²  Masashi Okamoto²  Zetryana Puteri Tachrim²  Yasuyuki Hashidoko² 

[1] Faculty of Advanced Life Science, Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, Kita 21, Nishi 11, Kita-ku, Sapporo 001-0021, Japan;Division of Applied Bioscience, Graduate School of Agriculture, Hokkaido University; Kita 9, Nishi 9, Kita-ku, Sapporo 060-8589, Japan

关键词: aryl-keto α-amino acid;    Friedel-Crafts acylation;    Lewis acid;    triflic acid;   

DOI  :  10.3390/molecules19056349

来源: mdpi

【 摘 要 】

Aryl-keto-containing α-amino acids are of great importance in organic chemistry and biochemistry. They are valuable intermediates for the construction of hydroxyl α-amino acids, nonproteinogenic α-amino acids, as well as other biofunctional components. Friedel-Crafts acylation is an effective method to prepare aryl-keto derivatives. In this review, we summarize the preparation of aryl-keto containing α-amino acids by Friedel-Crafts acylation using acidic α-amino acids as acyl-donors and Lewis acids or Brönsted acids as catalysts.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.