Enantioselective addition of oxazolones to N-protected imines catalysed by chiral thioureas

被引：15
|
作者：
Zabka, Matej [1 ]
Malastova, Andrea [1 ]
Sebesta, Radovan [1 ]
机构：
[1] Comenius Univ, Dept Organ Chem, Fac Nat Sci, SK-84215 Bratislava, Slovakia
来源：
RSC ADVANCES | 2015年 / 5卷 / 17期
关键词：
ALPHA-AMINO-ACIDS; ALPHA; BETA-DIAMINO ACIDS; MICHAEL ADDITION; ORGANOCATALYTIC ADDITION; ASYMMETRIC CATALYSIS; MANNICH REACTIONS; AZLACTONES; DERIVATIVES; SQUARAMIDES; UREA;
D O I：
10.1039/c5ra00092k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Hydrogen bond-catalysed aza-Mannich addition of oxazolones to various protected aldimines has been developed. The resulting, highly functionalized, oxazolones contain a quaternary stereogenic centre and can serve as precursors for chiral alpha,beta-diamino acids with different protecting groups on each amino group. The process benefits from the versatile bifunctional thiourea catalysts, which effect the formation of these products in high yields and stereoselectivities.
引用
收藏
页码：12890 / 12893
页数：4
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