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

被引：10

作者：

Wang, Lei ^{[1
]}

Murai, Yuta ^{[2
]}

Yoshida, Takuma ^{[1
]}

Okamoto, Masashi ^{[1
]}

Tachrim, Zetryana Puteri ^{[1
]}

Hashidoko, Yasuyuki ^{[1
]}

Hashimoto, Makoto ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Agr, Div Appl Biosci, Kita Ku, Sapporo, Hokkaido 0608589, Japan

[2] Hokkaido Univ, Frontier Res Ctr Postgenome Sci & Technol, Fac Adv Life Sci, Kita Ku, Sapporo, Hokkaido 0010021, Japan

来源：

MOLECULES | 2014年 / 19卷 / 05期

关键词：

aryl-keto alpha-amino acid; Friedel-Crafts acylation; Lewis acid; triflic acid; FRIEDEL-CRAFTS ACYLATION; TRIFLUOROMETHANESULFONIC ACID; ENANTIOSELECTIVE SYNTHESIS; DIETHYL ACETAMIDOMALONATE; EFFICIENT SYNTHESIS; CARBOXYLIC-ACIDS; ESTERS; ALKYLATION; CHLORIDE; HOMOPHENYLALANINE;

D O I：

10.3390/molecules19056349

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Aryl-keto-containing alpha-amino acids are of great importance in organic chemistry and biochemistry. They are valuable intermediates for the construction of hydroxyl alpha-amino acids, nonproteinogenic alpha-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 alpha-amino acids by Friedel-Crafts acylation using acidic alpha-amino acids as acyl-donors and Lewis acids or Bronsted acids as catalysts.

引用

页码：6349 / 6367

页数：19

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