26927-87-7Relevant articles and documents
A facile and mild approach for stereoselective synthesis of α-fluoro-α,β-unsaturated esters from α-fluoro-β-keto esters via deacylation
Qian, Jinlong,Yi, Wenbin,Lv, Meifang,Cai, Chun
, p. 127 - 132 (2015/02/02)
The highly stereoselective olefination reaction of α-fluoro-β-keto esters for the synthesis of α-fluoro-α,β-unsaturated esters has been developed. The olefination combines nucleophilic addition, intramolecular nucleophilic addition, and elimination in one step, as well as provides a facile synthetic approach to α-fluoro-α,β-unsaturated esters which are important units in many biologically active compounds and useful precursors in a variety of functional-group transformations.
Pd-and Cu-catalyzed stereo-and regiocontrolled decarboxylative/C-H fluoroalkenylation of heteroarenes
Rouse, Kevin,Schneider, Cdric,Couve-Bonnaire, Samuel,Pannecoucke, Xavier,Levacher, Vincent,Hoarau, Christophe
supporting information, p. 1500 - 1504 (2015/01/09)
Pd/Cu-catalyzed decarboxylative/direct C-H alkenylations of heteroarenes with α-fluoroacrylic acid is reported. This method offers step-economical and stereocontrolled access to valuable heteroarylated monofluoroalkenes as both Z and E isomers, which are known to be useful in the synthesis of fluorinated biomolecules.
Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles
Nihei, Takashi,Kubo, Yusuke,Ishihara, Takashi,Konno, Tsutomu
, p. 110 - 121 (2015/03/04)
Treatment of β-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 °C for 0.25 to 24 h gave γ-products in a highly regioselective manner. Thus obtained γ-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields.
Enantioselective bioreduction of 2-fluoro-2-alken-1-ols mediated by Saccharomyces cerevisiae
Luo, Fan,Lu, Dengfu,Gong, Yuefa
experimental part, p. 101 - 107 (2012/02/04)
Biocatalytic reduction of 2-fluoro-2-alken-1-ols mediated by Saccharomyces cerevisiae underwent smoothly and yielded (S)-2-fluorinated alkanols with high enantioselectivities. The conversion rate was markedly depending on the configuration of alkene moiety of the substrate, the chain length of alkyl group at β position of CC bond, as well as the reaction conditions.
The one-pot Wittig reaction: A facile synthesis of α,β- unsaturated esters and nitriles by using nanocrystalline magnesium oxide
Choudary, Boyapati M.,Mahendar, Koosam,Kantam, M. Lakshmi,Ranganath, Kalluri V. S.,Athar, Taimur
, p. 1977 - 1985 (2007/10/03)
Nanocrystalline magnesium oxide was found to be an effective heterogeneous, solid base catalyst for the one-pot Wittig reaction to afford α,β-unsaturated esters and nitriles in excellent yields with high E-stereoselectivity in the presence of triphenylphosphine under mild conditions.
Efficient synthesis of fluoroalkenes via diethylzinc-promoted wittig reaction
Zoute, Ludivine,Dutheuil, Guillaume,Quirion, Jean-Charles,Jubault, Philippe,Pannecoucke, Xavier
, p. 3409 - 3418 (2008/02/11)
The synthesis of α-fluoroacrylates and α-bromo-α- fluoroalkenes was achieved in very good yields using aldehydes and ketones, triphenylphosphine, diethylzinc as promoter, and ethyl dibromofluoroacetate or dibromofluoromethane, respectively. A change in th
A convenient palladium-catalyzed synthesis of α-fluoro-α,β-unsaturated esters
Shen, Yanchang,Zhou, Yuefen
, p. 247 - 251 (2007/10/02)
During the treatment of ethyl α-fluoro-α-iodoacetate with aldehydes in the presence of tri-n-butylarsine and a catalytic amount (10 molpercent) of Pd(PPh3)4, the aldehydes were eventually completely consumed and α-fluoro-α,β-unsaturated esters were obtained in 52-90percent yield.
