102676-04-0Relevant articles and documents
Stereospecific preparation of (Z)- and (E)-2,3-difluoro-3-stannylacrylic ester synthons and a new, efficient stereospecific route to (Z)- and (E)-2,3-difluoroacrylic esters
Wang, Yi,Lu, Long,Burton, Donald J.
, p. 10743 - 10746 (2005)
The (Z)-2,3-difluoro-3-stannylacrylic ester is readily prepared from (Z)-1,2-difluorovinyltriethylsilane via stereospecific stannyl/silyl exchange with KF/(Bu3Sn)2O or Bu3SnCl in DMF at 70 °C. The corresponding (E)-2,3-difluoro-3-stannylacrylate is prepared by stereospecific carbonylation of (E)-1,2-difluorovinyl iodide followed by low temperature/in situ stannylation of the resultant (Z)-2,3-difluoroacrylic ester. With Cu(I) iodide and Pd(PPh3)4 catalysis, the (Z)- and (E)-stannylacrylate esters readily couple with aryl iodides and vinyl bromides, as well as 2-iodothiophene, at room temperature to stereospecifically produce the respective (E)- and (Z)-2,3-difluoro-3-aryl substituted acrylic esters or conjugated dienes in high yields.
Palladium-catalyzed stereospecific carboalkoxylation of 1,2-difluoro-1- iodoalkenes and α,β-difluoro-β-iodostyrenes
Wesolowski, Craig A.,Burton, Donald J.
, p. 2243 - 2246 (2007/10/03)
(E)- and (Z)-1,2-Difluoro-1-iodoalkenes and (E)- and (Z)-α, β- difluoro-β-iodostyrenes give the corresponding esters in the presence of catalytic Cl2Pd(PPh3)2, alcohol, trialkylamine, and carbon monoxide (80- 180 psi) under mild conditions in excellent yields with retention of configuration.
PREPARATION ET REACTIVITE DE FLUOROVINYLZINCS
Gillet, Jean-Philippe,Sauvetre, Raymond,Normant, Jean-Francois
, p. 3999 - 4002 (2007/10/02)
Several fluorovinylzincs have been prepared.Palladium catalyzed cross coupling reactions give stereoselectively fluorinated compounds.
