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Carbanions with Two N Substituents: Nucleophilic Acyl‐Group‐Transfer Reagents
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2007
Year
Combinatorial ChemistryHalogenationEngineeringAmino GroupsBiochemistryHeterocyclicCarbanionic CenterOrganic ChemistryHeterocycle ChemistryN SubstituentsBiomolecular EngineeringDirect Deprotonation
Without mercury or thallium: A new umpoled nucleophilic acylation reagent is formed in the direct deprotonation of 1,3,5-trimethyl-1,3,5-triazacyclohexane with butyllithium. The carbanionic center is flanked by two amino groups, even though lithiation at this position is expected to be disfavored (see scheme). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z700113_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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