Organocatalyzed Intramolecular Carbonyl-Ene Reactions

被引:3
作者
Dahlmann, Heidi A. [1 ]
McKinney, Amanda J. [1 ]
Santos, Maria P. [1 ]
Davis, Lindsey O. [1 ]
机构
[1] Berry Coll, Dept Chem & Biochem, POB 495016, Mt Berry, GA 30149 USA
来源
MOLECULES | 2016年 / 21卷 / 06期
关键词
organocatalysis; carbonyl-ene; phosphoric acid; N-triflylphosphoramide; BOND DONORS; CYCLIZATION; CATALYSTS; PIPERIDINES; ACIDS;
D O I
10.3390/molecules21060713
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 organocatalyzed intramolecular carbonyl-ene reaction was developed to produce carbocyclic and heterocyclic 5- and 6-membered rings from a citronellal-derived trifluoroketone and a variety of aldehydes. A phosphoramide derivative was found to promote the cyclization of the trifluoroketone, whereas a less acidic phosphoric acid proved to be a superior catalyst for the aldehyde substrates.
引用
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页数:7
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