120316-02-1Relevant articles and documents
One-Pot Ring-Opening Peptide Synthesis Using α,α-Difluoro-β-Lactams
Tarui, Atsushi,Ueo, Masakazu,Morikawa, Marino,Tsuta, Masahiko,Iwasaki, Sumika,Morishita, Noriko,Karuo, Yukiko,Sato, Kazuyuki,Kawai, Kentaro,Omote, Masaaki
, p. 3657 - 3666 (2020)
α,α-Difluoro-β-lactams successfully underwent ring-opening aminolysis with various amino acids in 2,2,2-trifluoroethanol to afford fluorine-containing peptides. In this aminolysis, it was found that 2,2,2-trifluoroethanol first attacked the α,α-difluoro-β
The simple and selective synthesis of 3-amino-2,2-difluorocarboxylic esters and difluoro-β-lactams using ethyl bromodifluoroacetate in the presence of rhodium catalyst
Sato, Kazuyuki,Tarui, Atsushi,Matsuda, Seiji,Omote, Masaaki,Ando, Akira,Kumadaki, Itsumaro
, p. 7679 - 7681 (2005)
Treatment of imines (5) with ethyl bromodifluoroacetate (1) and Et 2Zn in the presence of RhCl(PPh3)3 in anhydrous medium gave difluoro-β-lactams (7) in good to excellent yields, while 3-amino-2,2-difluorocarboxylic esters (6) were obtained in good yields by adding MgSO4·7H2O to the reaction medium.
The Generation of Difluoroketenimine and Its Application in the Synthesis of α,α-Difluoro-β-amino Amides
Zhang, Rui,Zhang, Zhikun,Zhou, Qi,Yu, Lefei,Wang, Jianbo
, p. 5744 - 5748 (2019/03/28)
Fluorine-containing β-amino acids and their derivatives have attracted significant attention due to their importance in life sciences. Herein the previously unknown difluoroketenimine, the analogue of the elusive difluoroketene, has been generated by the
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.