An efficient catalytic enantioselective fluorination of β-ketophosphonates using chiral palladium complexes
2005; Elsevier BV; Volume: 46; Issue: 9 Linguagem: Inglês
10.1016/j.tetlet.2005.01.018
ISSN1873-3581
AutoresYoshitaka Hamashima, Toshiaki Suzuki, Yuta Shimura, Tadashi Shimizu, Natsuko Umebayashi, Toshihiro Tamura, Naoki Sasamoto, Mikiko Sodeoka,
Tópico(s)Organophosphorus compounds synthesis
ResumoOn the basis of our Pd enolate chemistry, we have succeeded in developing an efficient catalytic enantioselective fluorination of β-ketophosphonates. In the presence of chiral Pd complexes 1 (1–10 mol %), various substrates including cyclic and acyclic β-ketophosphonates underwent the reaction with N-fluorobenzenesulfonimide (NFSI) in EtOH to give the corresponding fluorinated products in a highly enantioselective manner (94–98% ee).
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