Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
Letter
Zinc-catalyzed Enantioselective Electrophilic Amination of β-Ketocarbonyl Compounds with Axially Chiral Phenanthroline Ligands
Yuki NaganawaHiroyuki KomatsuHisao Nishiyama
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JOURNALS OPEN ACCESS

Volume 44 (2015) Issue 12 Pages 1652-1654

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Abstract

Zinc-catalyzed asymmetric α-amination of β-ketocarbonyl compounds 2 using dialkyl azodicarboxylates 3 as the electrophilic nitrogen source is described. The complexes of Zn(OTf)2 and the axially chiral phenanthroline ligands (S)-1 were identified as effective catalysts for this transformation to provide α-amino-β-ketocarbonyl compounds 4 with up to 93% ee.

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© 2015 The Chemical Society of Japan
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