Abstract
AbstractTwo alternative approaches for increasing the stereospecificity of Pd(0)‐catalyzed allylic etherification are presented, both of which also suppress product isomerization and elimination. One of them involves addition of chlorotrimethylsilane to a benzene reaction mixture. In the model reaction studied, it increases the ratio of the two stereoisomeric products, arising from either retention or inversion of configuration at the allylic carbon, from 3:1 to 9:1, respectively. The second approach involves the employment of both donor‐ and acceptor‐chelating ligands. Essentially 100% stereospecificity (retention of configuration) was achieved when the reaction was carried out in benzene at 60°C in the presence of Pd2(dba)3 and bis‐1,2‐diphenylphosphinoethane.
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