121194-38-5Relevant articles and documents
Oxidation of fluoroalkyl-substituted allylic alcohols: A synthesis of fluorinated α,β-epoxyketones
Ratner,Pashkevick
, p. 640 - 644 (1996)
Fluoroalkyl-substituted allylic alcohols are readily and selectively oxidized at the hydroxyl group with the Swern or Dess-Martin reagents to give α,β-unsaturated ketones, and on treatment with m-chloroperbenzoic acid or tert-butyl hydroperoxide they are oxidized to the corresponding epoxyalcohols. The latter are oxidized by Swern or Dess-Martin reagents at the hydroxyl group to α,β-epoxyketones, which form hydrates stable under the conditions of isolation.
Convenient synthesis of α-trifluoromethylated acyloins from α-hydroxy or α-amino acids
Kawase, Masami,Setsuo, Saito,Teruo, Kurihara
, p. 1338 - 1343 (2000)
α-Trifluoromethylated acyloins (2 and 6) have been prepared from α-hydroxy acids (1), N-acylprolines (5) or N-acyl-N-alkyl α-amino acids (8) by novel transformation reactions with trifluoroacetic anhydride (TFAA) in the presence of pyridine. The former reaction of 1 could proceed through mesoionic 1,3-dioxolium-4-olates, whereas the latter two reactions of α-amino acids (5 and 8) could involve mesoionic 1,3-oxazolium-5-olates. The reaction of 1 with TFAA shows more potential for practical applications because of the ready availability of the starting materials and ease of manipulation.
Synthesis of peptidyl fluoromethyl ketones and peptidyl α-keto esters as inhibitors of porcine pancreatic elastase, human neutrophil elastase, and rat and human neutrophil cathepsin G
Peet,Burkhart,Angelastro,Giroux,Mehdi,Bey,Kolb,Neises,Schirlin
, p. 394 - 407 (2007/10/02)
Comparison of MeO-Suc-Val-Pro-Phe-CO2Me (29) and MeO-Suc-Ala-Ala-Pro-Phe-CO2Me (25) with their corresponding trifluoromethyl ketones 9a and 9b, respectively, in rat and human neutrophil cathepsin G assays showed the α-keto esters to
