Copper-catalyzed stereo-controllable silylation of allylic gem-dichlorides

Abstract

Herein, we present a ligand-regulated, stereo-controllable silylation reaction of allylic gem-dichlorides. In the absence of ligand, the reaction yields (Z)-vinyl chlorides with high stereoselectivity. Conversely, using a chiral Pybox ligand leads to the formation of (E)-vinyl chlorides with high enantioselectivity. This method demonstrates broad substrate compatibility, effectively producing the desired (Z)- and (E)-vinyl chloride products from a variety of aliphatic and aromatic allylic gem-dichlorides.

Graphical abstract: Copper-catalyzed stereo-controllable silylation of allylic gem-dichlorides

Supplementary files

Article information

Article type
Research Article
Submitted
26 Apr 2025
Accepted
28 Jun 2025
First published
02 Jul 2025

Org. Chem. Front., 2025, Advance Article

Copper-catalyzed stereo-controllable silylation of allylic gem-dichlorides

Z. Wang, P. Tian and Y. Xu, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00690B

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