Catalytic Enantioselective Fluorination and Amination of β-Keto Phosphonates Catalyzed by Chiral Palladium Complexes

The catalytic enantioselective fluorination and amination of β-keto phosphonates catalyzed by chiral palladium complexes is described. Treatment of β-keto phosphonates with N-fluorobenzenesulfonimide (NFSI) as electrophilic fluorinating reagent and diethyl azodicarboxylate (DEAD) as electrophilic am...

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Veröffentlicht in:Organic letters 2005-06, Vol.7 (12), p.2309-2311
Hauptverfasser: Kim, Sung Min, Kim, Hye Ran, Kim, Dae Young
Format: Artikel
Sprache:eng
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Zusammenfassung:The catalytic enantioselective fluorination and amination of β-keto phosphonates catalyzed by chiral palladium complexes is described. Treatment of β-keto phosphonates with N-fluorobenzenesulfonimide (NFSI) as electrophilic fluorinating reagent and diethyl azodicarboxylate (DEAD) as electrophilic amination reagent under mild reaction conditions afforded the corresponding α-substituted β-keto phosphonates in moderate to excellent yields with excellent enantiomeric excesses.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol050413a