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Updated: Sep 12, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Ligand Control of Geometric Selectivity in Protosilylation of Acyclic α-Substituted α,β-Unsaturated N-Sulfinyl
Jing-Wen Ma1, Xiao-Ling Liu1,2, Chong-Dao Lu1,2
1School of Chemical Science and Technology, Yunnan University, Kunming, Yunnan 650091, China.
Abstract:
The copper(I)-catalyzed silyl conjugate addition to α-substituted α,β-unsaturated N-tert-butanesulfinyl ketimines presents a facile approach for the synthesis of acyclic β,β-disubstituted enesulfinamides. By varying the ligand associated with the copper catalysts, it is feasible to selectively produce multisubstituted enesulfinamides with either (Z)- or (E)-configuration, thereby facilitating their effective use in the stereoselective nucleophilic reactions to construct less accessible acyclic quaternary or tetrasubstituted stereocenters, encompassing both absolute configurations.
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