One-Pot Synthesis of Novel Chiral β-Amino Acid Derivatives by Enantioselective Mannich Reactions Catalyzed by Squaramide Cinchona Alkaloids

被引：18

作者：

Zhang, Kankan ^{[1
]}

Liang, Xueping ^{[1
]}

He, Ming ^{[1
]}

Wu, Jian ^{[1
]}

Zhang, Yuping ^{[1
]}

Xue, Wei ^{[1
]}

Jin, Linhong ^{[1
]}

Yang, Song ^{[1
]}

Hu, Deyu ^{[1
]}

机构：

[1] Guizhou Univ, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Peoples R China

来源：

MOLECULES | 2013年 / 18卷 / 06期

基金：

中国国家自然科学基金;

关键词：

Asymmetric Mannich addition; beta-amino acid derivatives; 1,3,4-thiadiazole moiety; thiourea derived from squaramide cinchona alkaloid; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; PEPTIDES; ROUTE;

D O I：

10.3390/molecules18066142

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：

An efficient one-pot synthesis of novel beta-amino acid derivatives containing a thiadiazole moiety was developed using a chiral squaramide cinchona alkaloid as organocatalyst. The reactions afforded chiral beta-amino acid derivatives in moderate yields and with moderate to excellent enantioselectivities. The present study demonstrated for the first time the use of a Mannich reaction catalyzed by a chiral bifunctional organocatalyst for the one-pot synthesis of novel beta-amino acid derivatives bearing a 1,3,4-thiadiazole moiety on nitrogen.

引用

收藏

页码：6142 / 6152

页数：11

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