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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 9
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Original Articles

The Activation of Imines to Nucleophilic Attack by Grignard Reagents

Michael A. Brook Department of Chemistry, McMaster University, Hamilton ON, Canada, L8S 4M1
&
Jahangir Department of Chemistry, McMaster University, Hamilton ON, Canada, L8S 4M1
Pages 893-898 | Published online: 05 Dec 2006
 
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Abstract

The reaction of trimethylsilyl trifluoromethanesulfonate (trimethylsilyl triflate, TMSOTf) with imines leads to the formation of N-trimethylsilyliminium salts which react efficiently with soft nucleophiles to form secondary amines.

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