ol100536e_si_002.cif (18.65 kB)

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

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posted on 07.05.2010, 00:00 by Qing-An Chen, Xiang Dong, Mu-Wang Chen, Duo-Sheng Wang, Yong-Gui Zhou, Yu-Xue Li
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.