Alkylation of allylic derivatives. 3. The regiochemistry of alkylation of the isomeric trans-.alpha.,.gamma.-methylphenylallyl acetates with lithium dialkylcuprates
A Cu-catalyzed allyl−aryl coupling reaction between (Z)-acyclic or cyclicallylicphosphates and arylboronates proceeds with excellent γ-E-selectivity and 1,3-anti chirality transfer, which gives the corresponding coupling products with benzylic and allylic stereogenic centers. The wide availability and easy-to-handle nature of arylboronates, the inexpensiveness of the Cu catalyst system, and the high
Regioselectivity in organo-transition-metal chemistry. A remarkable steric effect in π-allyl palladium chemistry
作者:Ehud Keinan、Mahendra Sahai
DOI:10.1039/c39840000648
日期:——
The regioselectivity of the palladium catalysed allylic substitution by several representative nucleophiles was found to be highly dependent on very small steric differences that exist at the two ends of the allylic system: attack by stabilized nucleophiles occurred at the less hindered position while PhZnCl led to substitution at the more hindered position.