Enantiocontrol over Acyclic Quaternary Stereocenters by Acylative Organocatalyzed Kinetic Resolution

Xueyang Liu (1) , Jean‐marc Pons (1) , Valérie Monnier (2) , Laurence Charles (3) , Adrien Quintard (1) , Cyril Bressy (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 FSCM - Fédération des Sciences Chimiques de Marseille
3 ICR - Institut de Chimie Radicalaire

We performed an organocatalyzed enantioselective kinetic resolution (KR) of racemic diastereocontrolled secondary alcohols bearing a quaternary stereocenter. 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. In addition, the hydroxyl function can easily serve as a traceless group by oxidation or reduction process

Mots clés: Alcohols; Isothiourea; Kinetic resolution; Organocatalysis; Quaternary stereocenters

Domaines: Chimie organique

Xueyang Liu, Jean‐marc Pons, Valérie Monnier, Laurence Charles, Adrien Quintard, et al.. Enantiocontrol over Acyclic Quaternary Stereocenters by Acylative Organocatalyzed Kinetic Resolution. Illustration. France. 2022. ⟨hal-03615873⟩