Enantiocontrol over Acyclic Quaternary Stereocenters by Acylative Organocatalyzed Kinetic Resolution

In the present paper, we described the efficient enantioselective kinetic resolution (KR) of racemic diastereocontrolled secondary alcohols bearing a quaternary stereocenter using a commercially available chiral isothiourea organocatalyst. This methodology is a general KR leading to the enantiocontrol of acyclic quaternary stereocenter with high levels of stereoselectivity (s up to 185) on a large scope. The hydroxyl function can easily serve as a traceless group by oxidation or reduction process.

Automated summary

This paper describes an efficient enantioselective kinetic resolution method for the separation of secondary alcohols with a quaternary stereocenter. It utilizes a commercially available chiral isothiourea organocatalyst and achieves high levels of stereoselectivity in a wide range.