Consecutive catalytic electrophilic fluorination/amination of β-keto esters: toward α-fluoro-α-amino acids?

Autor: Kyrill Stanek, Antonio Togni, Dominique P. Huber
Rok vydání: 2006
Předmět:
Zdroj: Tetrahedron: Asymmetry. 17:658-664
ISSN: 0957-4166
DOI: 10.1016/j.tetasy.2006.01.035
Popis: Monofluorination of β-keto esters with Selectfluor ® (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2,2,2]octane bis(tetrafluoroborate)) using CpTiCl 3 as a catalyst, followed by amination with diazodicarboxylates using a Cu/Ph-Box catalyst leads to α-fluoro-α-hydrazino-β-keto esters in good yields and good selectivities (ee up to 94%).
Databáze: OpenAIRE