Transition‐Metal‐Free Synthesis of Enantioenriched Tertiary and Quaternary α‐Chiral Allylsilanes

Rubén Pérez Sevillano , Franck Ferreira (1) , Olivier Jackowski (1, 2)

1 IPCM - Institut Parisien de Chimie Moléculaire
2 ROCS - Réactivité organométallique et catalyse pour la synthèse

Abstract Access to enantioenriched tertiary and quaternary α‐chiral allysilanes without any transition‐metal catalyst is reported. This was achieved by enantioselective allylic displacement of γ‐silylated allylic bromides through Lewis base activation of Grignard reagents by a bidentate chiral NHC ligand. The process afforded both high γ‐regio‐ and enantioselectivity and is compatible with a wide range of silyl groups on the substrates.

Domaines: Chimie

Rubén Pérez Sevillano, Franck Ferreira, Olivier Jackowski. Transition‐Metal‐Free Synthesis of Enantioenriched Tertiary and Quaternary α‐Chiral Allylsilanes. Chemistry - A European Journal, 2023, ⟨10.1002/chem.202302227⟩. ⟨hal-04211148⟩