Synthesis of α-(4-Oxazolyl)amino Esters via Bronsted Acid Catalyzed Tandem Reaction

被引：8
|
作者：
Lee, Ansoo [1 ]
Oh, Seohee [1 ]
Kim, Hyunwoo [1 ]
机构：
[1] Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 34141, South Korea
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 11期
基金：
新加坡国家研究基金会;
关键词：
ALPHA-AMINO-ACIDS; GALANIN RECEPTOR AGONIST; PHASE-TRANSFER CATALYSIS; CARBONYL-COMPOUNDS; STRECKER REACTIONS; GENETIC-CODE; DESIGN; BIOCONJUGATION; HETEROCYCLES; KETOESTERS;
D O I：
10.1021/acs.orglett.8b01212
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one-step, Bronsted acid catalyzed tandem reaction for the synthesis of alpha-(4-oxazolyl)amino esters was developed. 4-Nitrobenzenesulfonic acid was found to be an efficient catalyst for the coupling of ethyl 2-oxobut-3-ynoates with amides to provide various a-(4-oxazolyl)amino esters. The experimental and X-ray crystallographic data suggest that a series of bond-forming reactions including imine formation, intermolecular Michael addition, and intramolecular Michael addition are functionalities.
引用
收藏
页码：3319 / 3322
页数：4
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