Configurationally labile enantioenriched lithiated 3-arylprop-2-enyl carbamates: joint experimental and quantum chemical investigations on the equilibrium of epimers.
Configurationally labile enantioenriched lithiated 3-arylprop-2-enyl carbamates: joint experimental and quantum chemical investigations on the equilibrium of epimers.
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构型不稳定的对映体富集锂化3-芳基丙-2-烯基氨基甲酸酯：对差向异构体平衡的联合实验和量子化学研究。
DOI：
10.1021/jo101218z
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发表时间：
2010
期刊：
影响因子：
--
通讯作者：
D. Hoppe
中科院分区：
文献类型：
--
作者：
T. Hémery;R. Huenerbein;R. Fröhlich;S. Grimme;D. Hoppe
对在BOX配体（S，S）-和（R，R）-2存在下，肉桂基氨基甲酸酯（1）和1-萘基衍生物5锂化得到的两对差向异构体配合物4.2和6.2进行了实验研究和高水平量子化学计算.事实上，在构型不稳定的配合物和动态热力学决议的情况下，这是发现发生，两个差向异构体之一是积极的青睐。量子化学计算允许可以预期的对映体过量的预测。
Experimental investigations as well as high-level quantum chemical calculations are performed on the two epimeric pairs of complexes 4.2 and 6.2 obtained by lithiation of cinnamyl carbamate (1) and 1-naphthyl derivative 5 in the presence of BOX ligands (S,S)- and (R,R)-2. Indeed, in the case of configurationally labile complexes and a dynamic thermodynamic resolution, which is found to take place, one of both epimers is energetically favored. The quantum chemical computations allow the prediction of the enantiomeric excess that can be expected.