Regio- and Stereoselective Copper-Catalyzed Allylation of 1,3-Dicarbonyl Compounds with Terminal Allenes

被引:24
|
作者
Blieck, Remi [1 ]
Abdine, Racha Abed Ali [1 ]
Taillefer, Marc [1 ]
Monnier, Florian [1 ,2 ]
机构
[1] Ecole Natl Super Chim Montpellier, Inst Charles Gerhardt Montpellier, CNRS, UMR 5253,AM2N, 8 Rue Ecole Normale, F-34296 Montpellier 5, France
[2] IUF, 1 Rue Descartes, F-75231 Paris 5, France
关键词
REGIOSELECTIVE ACCESS; HYDROAMINATION; ALKYNES; PRONUCLEOPHILES; HYDROALKOXYLATION; CONSTRUCTION; AMINES; HYDROCARBONATION; ALKOXYALLENES; TERTIARY;
D O I
10.1021/acs.orglett.8b00575
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Simple ligand-free copper systems were found as efficient catalysts for the addition of 1,3-dicarbonyl compounds to N-allenyl derivatives. This highly regio- and stereoselective reaction has been accomplished in the presence of malonates, 1,3-ketoesters, and 1,3-diketones with good to excellent yields under mild conditions. This methodology represents the first allylation of 1,3-dicarbonyl compounds with allenes catalyzed by copper.
引用
收藏
页码:2232 / 2235
页数:4
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