Highly stereoselective synthesis and application of P-chiral ferrocenyl bisphosphorus ligands for asymmetric hydrogenation

Highly stereoselective synthesis and application of P-chiral ferrocenyl bisphosphorus ligands for asymmetric hydrogenation
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P-手性二茂铁基二磷配体的高度立体选择性合成及其在不对称氢化反应中的应用

DOI:
10.1039/c7qo00448f
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发表时间:
2017
影响因子:
5.4
通讯作者:
Zhang Xumu
Zhang Xumu
中科院分区:
化学1区
文献类型:
--
作者:
Chen Caiyou;Wen Songwei;Dong Xiu-Qin;Zhang Xumu

文献摘要

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发展了新型高效、高立体选择性的乌达磷类配体的合成/修饰方法。结果发现,“三受阻象限”模型是至关重要的,以确保高的对映体的控制和膦原子上的取代基应该是富电子的,以增加反应性。此外,我们还合成了一种新的SPO-Wudaphos配体,该配体在α-亚甲基-γ-酮羧酸的不对称氢化反应中表现出良好的对映选择性。
New, efficient and highly stereoselective methods were developed for the synthesis/modification of Wudaphos type ligands. It was found that the “three hindered quadrant” model is crucial to ensure high enantiomeric control and that the substituents on the phosphine atom should be electron rich to increase the reactivity. Moreover, a new SPO-Wudaphos ligand was developed, which exhibited good to excellent enantioselectivities in the asymmetric hydrogenation of α-methylene-γ-keto carboxylic acids.