Selective synthesis of α-fluoro-β-keto- and α-fluoro-β-aminophosphonates via electrophilic fluorination by selectfluor.
A series of α-mono- and α,α-difluoro-β-ketophosphonates were synthesized in moderate to good yields with excellent selectivities via electrophilic fluorination by Selectfluor. Subsequently, synthetic potential of the obtained α-monofluoro-β-ketophosphonates was demonstrated by their application in synthesis of α-monofluoro-β-aminophosphonates, useful building blocks in the preparation of phosphapeptides.
Department of Bioorganic Chemistry, Wroclaw University of Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland. kinga.radwan-pytlewska@pwr.wroc.pl
Kinga
K
Radwan-Olszewska
Francisco
F
Palacios
Pawel
P
Kafarski
D003979:Diazonium Compounds / Q000737:chemistry*; D054879:Halogenation; D015394:Molecular Structure; D063065:Organophosphonates / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D003979:Diazonium Compounds; D063065:Organophosphonates; D009943:Organophosphorus Compounds; D010455:Peptides; C408750:selectfluor