Stereospecific preparation of ethyl (E) and (Z)-3-aryl-e-phenylpropenoates by heck reaction
M Moreno-Mañas, M Pérez, R Pleixats
Index: Moreno-Manas, Marcial; Perez, Montserrat; Pleixats, Roser Tetrahedron Letters, 1996 , vol. 37, # 41 p. 7449 - 7452
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Citation Number: 65
Abstract
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 ...
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