Highly Effective and Diastereoselective Synthesis of Axially Chiral Bis-sulfoxide Ligands via Oxidative Aryl Coupling

Highly Effective and Diastereoselective Synthesis of Axially Chiral Bis-sulfoxide Ligands via Oxidative Aryl Coupling
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通过氧化芳基偶联高效非对映选择性合成轴向手性双亚砜配体

DOI:
10.1021/ol100536e
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发表时间:
2010-05-07
期刊:
影响因子:
5.2
通讯作者:
Li, Yu-Xue
Li, Yu-Xue
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Qing-An;Dong, Xiang;Li, Yu-Xue

文献摘要

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相似文献

通过氧化偶联反应,合成了一系列具有高非对映选择性的轴向手性双亚硫醚配体。轴向手性由叔丁基亚硫基或对甲苯基亚硫基很好地控制。这些轴向手性双亚硫醚对催化芳基硼酸与2-环己酮的不对称1,4-加成反应是非常有效的配体,ee为99%。
A series of axially chiral bis-sulfoxide ligands have been efficiently synthesized via oxidative coupling with high diastereoselectivities. The axial chirality is well controlled by the tert-butylsulfinyl or the p-tolylsulfinyl group. These axially chiral bis-sulfoxides proved to be remarkably efficient ligands for the rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to 2-cyclohexenone with 99% ee.