Issue 29, 2014

Silver-catalyzed dynamic systemic resolution of α-iminonitriles in a 1,3-dipolar cycloaddition process

Abstract

A dynamic azomethine ylide system was established using Sc(OTf)3 and Ag/Taniaphos as catalysts. The system was subsequently kinetically resolved in a tandem 1,3-dipolar cycloaddition process where the silver complex acted as both a reaction catalyst and an external selector, resulting in the formation of an exclusive pyrrolidine product in good yield and enantiopurity.

Graphical abstract: Silver-catalyzed dynamic systemic resolution of α-iminonitriles in a 1,3-dipolar cycloaddition process

Supplementary files

Article information

Article type
Communication
Submitted
05 Feb 2014
Accepted
18 Feb 2014
First published
18 Feb 2014
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2014,50, 3792-3794

Author version available

Silver-catalyzed dynamic systemic resolution of α-iminonitriles in a 1,3-dipolar cycloaddition process

L. Hu and O. Ramström, Chem. Commun., 2014, 50, 3792 DOI: 10.1039/C4CC00944D

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