330801-33-7Relevant academic research and scientific papers
Rhodium-catalyzed Reformatsky-type reaction for asymmetric synthesis of difluoro-β-lactams using menthyl group as a chiral auxiliary
Tarui, Atsushi,Ozaki, Daiki,Nakajima, Naoko,Yokota, Yuto,Sokeirik, Yasser S.,Sato, Kazuyuki,Omote, Masaaki,Kumadaki, Itsumaro,Ando, Akira
, p. 3839 - 3843 (2008/09/21)
We developed a new methodology for the asymmetric Reformatsky-type reaction of (-)-menthyl bromodifluoroacetate (2) with imine in the presence of RhCl(PPh3)3. Ester 2 with the cost-effective chiral auxiliary gave (S)-difluoro-β-lacta
Ethyl difluoro(trimethylsilyl)acetate and difluoro(trimethylsilyl) acetamides - Precursors of 3,3-difluoroazetidinones
Bordeau, Michel,Frebault, Frederic,Gobet, Mallory,Picard, Jean-Paul
, p. 4147 - 4154 (2007/10/03)
Difluoro(trimethylsilyl)acetamides 7 have been prepared from chlorodifluoroacetamides 5 by electrochemical silylation. When condensed with carbonyl compounds, they were shown to be precursors of 2,2-difluoro-3- hydroxyacetamides 8. N-(p-Methoxyphenyl)-2,2-difluoro-3-hydroxy-4- methylvaleramide (8a) has been converted into the correspending 3,3-difluoroazetidinone 9a. This new route to 3,3-difluoroazetidinones is shown to be an alternative to the one utilizing the condensation of ethyl difluoro(trimethylsilyl)acetate with imines. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Synthesis of (Z)-fluoroalkene dipeptide isosteres utilizing organocopper-mediated reduction of γ,γ-difluoro-α,β-enoates
Otaka, Akira,Watanabe, Hideaki,Mitsuyama, Etsuko,Yukimasa, Akira,Tamamura, Hirokazu,Fujii, Nobutaka
, p. 285 - 287 (2007/10/03)
γ,γ-Difluoro-α,β-enoates are reduced with organocopper reagents to afford the corresponding γ-fluoro-β,γ-enoates. This organocopper-mediated reduction was applied to the synthesis of (Z)-fluoroalkene dipeptide isosteres.
