118460-39-2Relevant academic research and scientific papers
Rhodium-catalyzed Reformatsky-type reaction of ethyl bromodifluoroacetate
Sato, Kazuyuki,Tarui, Atsushi,Kita, Tetsuya,Ishida, Yoshitaka,Tamura, Hanae,Omote, Masaaki,Ando, Akira,Kumadaki, Itsumaro
, p. 5735 - 5737 (2004)
Treatment of a variety of carbonyl compounds with ethyl bromodifluoroacetate and Et2Zn in the presence of RhCl(PPh 3)3 in CH3CN afforded Reformatsky-type products in good to excellent yields in a mild reaction c
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
Synthesis of Enantioenriched α,α-Dichloro- and α,α-Difluoro-β-Hydroxy Esters and Amides by Ruthenium-Catalyzed Asymmetric Transfer Hydrogenation
Zheng, Long-Sheng,Phansavath, Phannarath,Ratovelomanana-Vidal, Virginie
supporting information, p. 5107 - 5111 (2018/09/13)
A mild and convenient approach was developed to prepare a series of α,α-dihalogeno β-hydroxy esters or amides by using commercially available Noyori's complex [RuCl(p-cymene)(R,R)-TsDPEN] as a catalyst (S/C = 100?200) in the asymmetric transfer hydrogenat
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.
Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides
Li, Xuefei,Jiang, Zhong-Xing,Feng, Zhang,Zhang, Xingang
supporting information, p. 5570 - 5573 (2015/12/17)
A mild and efficient nickel-catalyzed reductive cross-coupling between fluorinated secondary alkyl bromides and (hetero)aryl iodides is described. The use of FeBr2 as an additive successfully overcomes the hydrodebromination and β-fluorine elim
Synthesis of dihalohydrins and tri- and tetra-substituted olefins
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Page 9-10, (2008/06/13)
A novel synthesis reaction for highly stereospecific tri- and tetra-substituted olefins is described. A single stereoisomer of stable α-halo-α,β-ester is produced in high yield by the reaction of aldehyde or ketone with a trihalogenated compound such as t
(Z)-α-haloacrylates: An exceptionally stereoselective preparation via Cr(II)-mediated olefination of aldehydes with trihaloacetates
Barma,Kundu, Abhijit,Zhang, Hongming,Mioskowski, Charles,Falck
, p. 3218 - 3219 (2007/10/03)
(Z)-α-Fluoro-, (Z)-α-chloro-, and (Z)-α-bromoacrylates were obtained with unprecedented yield and stereocontrol (>99%) via addition of the corresponding commercial trihaloacetates to aldehydes at room temperature using stoichiometric Cr(II) salts or catal
Nucleophilic introduction of fluorinated alkyl groups into aldehydes and ketones using the corresponding alkyl halide with samarium(II) iodide
Yoshida, Masato,Suzuki, Daiki,Iyoda, Masahiko
, p. 643 - 648 (2007/10/03)
Fluorinated alkyl groups such as PhCF2, C6F13, CF3CCl2 and CF2CO2Et are nucleophilically introduced into an aldehyde or ketone using fluorinated alkyl halides with SmI2/sub
A convenient method for the preparation of α,α-difluoro-β-ketoesters and α,α-difluoroamides from terpenic and perfumery aldehydes
Watanabe, Shoji,Fujita, Tsutomu,Sakamoto, Masami,Takeda, Hiromichi,Kitazume, Tomoya,Yamazaki, Takashi
, p. 1 - 7 (2007/10/03)
Reformatsky reactions with ethyl bromodifluoroacetate gave α,α-difluoro-β-hydroxyesters in good yield from the corresponding terpenic and perfumery aldehydes. α,α-Difluoro-β-ketoesters were prepared by Swern oxidation of the α,α-difluoro-β-hydroxyesters. The reaction of hydroxyesters with amines in the presence of lipase MY, lipase PS or Novozym 435 gave α,α-difluoroamides.
Practically useful Reformatsky type reactions of chlorodifluoroacetate and bromodifluoroacetate induced by samarium(II) diiodide
Yoshida, Masato,Suzuki, Daiki,Iyoda, Masahiko
, p. 2523 - 2529 (2007/10/03)
Treatment of XCF2COOEt (X = Cl and Br) with SmI2 in THF gave efficiently β,β-difluorinated enolate equivalent, which was used for Reformatsky type reaction with aldehydes and ketones to give 2,2-difluoro-3-hydroxy ester.
