TY - JOUR
T1 - Stereospecific preparation of ethyl (E) and (Z)-3-aryl-3-phenylpropenoates by Heck reaction
AU - Moreno-Mañas, Marcial
AU - Pérez, Montserrat
AU - Pleixats, Roser
PY - 1996/10/7
Y1 - 1996/10/7
N2 - Ethyl cinnamate reacts with several para-substituted aryl iodides under Jeffery-Larock conditions (Pd(OAc)2, NaHCO3, n-Bu4NBr, DMF, Δ) to give ethyl (E)-3-aryl-3-phenylpropenoates as major compounds. The reaction of para-substituted ethyl cinnamates with iodobenzene under analogous conditions affords the corresponding Z isomers. The initially stereodefined alkene formed under Heck conditions undergoes a slow isomerization.
AB - Ethyl cinnamate reacts with several para-substituted aryl iodides under Jeffery-Larock conditions (Pd(OAc)2, NaHCO3, n-Bu4NBr, DMF, Δ) to give ethyl (E)-3-aryl-3-phenylpropenoates as major compounds. The reaction of para-substituted ethyl cinnamates with iodobenzene under analogous conditions affords the corresponding Z isomers. The initially stereodefined alkene formed under Heck conditions undergoes a slow isomerization.
U2 - 10.1016/0040-4039(96)01608-5
DO - 10.1016/0040-4039(96)01608-5
M3 - Article
VL - 37
SP - 7449
EP - 7452
IS - 41
ER -