Issue 29, 2014
From the journal:

Chemical Communications

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

Lei Hua  and  Olof Ramström*a  

* Corresponding authors

a Department of Chemistry, KTH – Royal Institute of Technology, Teknikringen 30, Stockholm, Sweden
E-mail: ramstrom@kth.se

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

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Article information

DOI
https://doi.org/10.1039/C4CC00944D
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

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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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