Highly Enantioselective Cobalt-Catalyzed (3+2) Cycloadditions of Alkynylidenecyclopropanes

被引:22
|
作者
Da Concepcion, Eduardo [1 ,2 ]
Fernandez, Israel [3 ,4 ]
Mascarenas, Jose L. [1 ,2 ]
Lopez, Fernando [1 ,2 ,5 ]
机构
[1] Univ Santiago de Compostela, Ctr Singular Invest Quim Biol & Mat Mol CiQUS, Santiago De Compostela 15782, Spain
[2] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain
[3] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, Madrid 28040, Spain
[4] Univ Complutense Madrid, Fac Ciencias Quim, Ctr Innovac Quim Avanzada ORFEO CINQA, Madrid 28040, Spain
[5] CSIC, Mision Biol Galicia, Pontevedra 36080, Spain
关键词
alkylidenecyclopropane; cobalt; cycloaddition; earth-abundant metals; enantioselectivity;
D O I
10.1002/anie.202015202
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Low-valent cobalt complexes equipped with chiral ligands can efficiently promote highly enantioselective (3+2) cycloadditions of alkyne-tethered alkylidenecyclopropanes. The annulation allows to assemble bicyclic systems containing five-membered rings in good yields and with excellent enantiomeric ratios. We also present a mechanistic discussion based on experimental and computational data, which support the involvement of Co-I/Co-III catalytic cycles.
引用
收藏
页码:8182 / 8188
页数:7
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