321856-40-0Relevant academic research and scientific papers
Synthesis of Enantioenriched α,α-Difluoro-β-arylbutanoic Esters by Pd-Catalyzed Asymmetric Hydrogenation
Dong, Kaiwu,Feng, Sitian,Shen, Chaoren,Tang, Yitian,Yang, Chenjue
supporting information, p. 7508 - 7512 (2020/10/09)
Synthesis of optically active gem-difluorinated organic molecules attracts a great deal of interest due to their unique properties in pharmaceutical and agrochemical areas. Herein, a series of enantioenriched α,α-difluoro-β-arylbutanoic esters were prepar
N-heterocyclic carbene-catalyzed fluorinated silyl-Reformatsky reaction of aldehydes with difluoro (trimethylsilyl) acetate
Wang, Ying,Xing, Fen,Gu, Cheng-Zhi,Li, Wen-Juan,He, Lin,Dai, Bin,Du, Guang-Fen
, p. 4501 - 4507 (2017/07/03)
N-Heterocyclic carbenes (NHCs) have been employed as highly efficient organocatalysts for fluorinated silyl-Reformatsky reaction of carbonyl compounds. In the presence of 5–10 mol % NHC A, various aldehydes and 2,2,2–trifluoroacetophenone reacted with difluoro (trimethylsilyl) acetate to produce β–hydroxy gem–difluoro esters in 20–96% yields.
Ligand-controlled regiodivergent palladium-catalyzed decarboxylative allylation reaction to access α,α-difluoroketones
Yang, Ming-Hsiu,Orsi, Douglas L.,Altman, Ryan A.
supporting information, p. 2361 - 2365 (2015/03/04)
α,α-Difluoroketones possess unique physicochemical properties that are useful for developing therapeutics and probes for chemical biology. To access the α-allyl-α,α-difluoroketone substructure, complementary palladium-catalyzed decarboxylative allylation reactions were developed to provide linear and branched α-allyl-α,α-difluoroketones. For these orthogonal processes, the fluorination pattern of the substrate enabled the ligands to dictate the regioselectivity of the transformations.
Kinetic resolution of 2,2-difluoro-3-hydroxy-3-aryl-propionates catalyzed by organocatalyst (R)-benzotetramisole
Zhou, Hui,Xu, Qing,Chen, Peiran
, p. 6494 - 6499 (2008/09/21)
Kinetic resolution of a series of ethyl 2,2-difluoro-3-hydroxy-3-aryl-propionates catalyzed by (R)-benzotetramisole has been performed. It was found that when the aryl group was phenyl or phenyl substituted with electron-donating group (such as -Me, -OMe,
The Mitsunobu reaction in the synthesis of α,α-difluoro-β-amino acids
Fokina, Natalie A.,Kornilov, Andrei M.,Kukhar, Valery P.
, p. 69 - 76 (2007/10/03)
A three-stage strategy is proposed to prepare α,α-difluoro-β-amino acids starting from aldehydes and with ethyl bromodifluoroacetate as a fluorine source. The Mitsunobu reaction as a key step was studied by 31P and 19F NMR for alkyl-
Practical and efficient synthesis of alkyl, alkenyl and aryl-alkyl α,α-difluoro esters as precursors of potential inhibitors of the pheromone catabolism in insects
Jimenez,Bosch,Guerrero
, p. 1917 - 1924 (2007/10/03)
An efficient method for the synthesis of long chain alkyl, alkenyl and aryl-alkyl α,α-difluoro esters through reductive cleavage of the corresponding S-methyl dithiocarbonates with diphenylphosphine oxide and di-tert-butyl peroxide as initiator is reported. The α,α-difluoro esters 4a-j have been obtained for the first time and in good overall yields. A limitation of the method is the presence of radical-sensitive functions, such as disubstituted double or triple bonds, in the substrate since the concomitant addition of the phosphonyl radical to the unsaturated carbons may induce isomerization of the double bond or polymerization. If stereomerically pure alkenyl α,α-difluoro esters are required, it is suggested to run the reductive cleavage on the S-methyl dithiocarbonate of the acetylenic precursor followed by stereoselective hydrogenation to the alkene.
