Asymmetric ring opening of meso epoxides with TMSCN catalyzed by (pybox)lanthanide complexes.
Asymmetric ring opening of meso epoxides with TMSCN catalyzed by (pybox)lanthanide complexes.
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DOI：
10.1021/ol005721h
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发表时间：
2000-03
期刊：
影响因子：
5.2
通讯作者：
S. Schaus;E. Jacobsen
中科院分区：
文献类型：
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作者：
S. Schaus;E. Jacobsen
在（pybox）YbCl_3配合物催化下，环氧化物与TMSCN的不对称开环反应，得到了具有良好对映选择性（83- 92%ee）的β-三甲基硅氧基腈开环产物。该反应表现出二阶动力学依赖于催化剂浓度和一阶依赖于环氧化物浓度，与涉及同时活化的环氧化物和氰化物的crosslinked途径一致。
The asymmetric ring opening of meso epoxides with TMSCN is catalyzed by (pybox)YbCl3 complexes, yielding the beta-trimethylsilyloxy nitrile ring-opened products with good enantioselectivities (83-92% ee). The reaction exhibits a second-order kinetic dependence on catalyst concentration and a first-order dependence on epoxide concentration, consistent with a bimetallic pathway involving simultaneous activation of epoxide and cyanide.