Chiral dirhodium(II) catalysts with ortho-metalated arylphosphine ligands:: Synthesis and application to the enantioselective cyclopropanation of α-diazo ketones

被引:54
作者
Barberis, M
Pérez-Prieto, J
Herbst, K
Lahuerta, P
机构
[1] Univ Valencia, Fac Farm, Dept Quim Organ, Inst Ciencia Mol, Valencia 46100, Spain
[2] Univ Valencia, Fac Quim, Dept Quim Inorgan, Valencia 46100, Spain
关键词
D O I
10.1021/om0110437
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Chiral dirhodium(II) compounds, Rh-2(O2CR)(2)(pc)(2) (pc = ortho-metalated arylphosphine), with a head-to-tail arrangement (1-21) are used in the cyclopropanation of alpha-diazo ketones. The influence of catalyst ligands and substrate structure on enantioselectivity is studied. Temperature and solvent dependence assays are performed, the best ee values being obtained in refluxing pentane. Results compare favorably with those reported in the literature using Ru, Cu, and other Rh(II) catalysts.
引用
收藏
页码:1667 / 1673
页数:7
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