Axially Chiral Triazoloisoquinolin-3-ylidene Ligands in Gold(I)-Catalyzed Asymmetric Intermolecular (4+2) Cycloadditions of Allenamides and Dienes

被引:162
|
作者
Francos, Javier [2 ,3 ]
Grande-Carmona, Francisca [5 ]
Faustino, Helio [2 ,3 ]
Iglesias-Sigueenza, Javier [1 ]
Diez, Elena [1 ]
Alonso, Isaac [2 ,3 ]
Fernandez, Rosario [1 ]
Lassaletta, Jose M. [5 ]
Lopez, Fernando [4 ]
Mascarenas, Jose L. [2 ,3 ]
机构
[1] Univ Seville, Dept Quim Organ, E-41012 Seville, Spain
[2] Univ Santiago Compostela, Ctr Singular Invest Quim Biol & Mat Mol CIQUS, Santiago De Compostela 15782, Spain
[3] Univ Santiago Compostela, Dept Quim Organ, Unidad Asociada CSIC, Santiago De Compostela 15782, Spain
[4] Inst Quim Organ SIC, Madrid 28006, Spain
[5] Inst Invest Quim CSIC USe, Seville 41092, Spain
关键词
N-HETEROCYCLIC CARBENE; DIELS-ALDER REACTIONS; GOLD CATALYSIS; GRIGNARD-REAGENTS; COMPLEXES; ORGANOCATALYSIS; 1,6-ENYNES; TRANSFORMATION; ALLENEDIENES; DERIVATIVES;
D O I
10.1021/ja3065446
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first highly enantioselective intermolecular (4 + 2) cydoaddition between allenes and dienes is reported. The reaction provides good yields of optically active cyclohexenes featuring diverse substitution patterns and up to three stereocenters. Key to the success of the process is the use of newly designed axially chiral N-heterocyclic carbene-gold catalysts.
引用
收藏
页码:14322 / 14325
页数:4
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